# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_II-vis-irradiation
_database_code_depnum_ccdc_archive 'CCDC 1849073'
_audit_update_record             
;
2018-07-13 deposited with the CCDC.
2018-07-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
"(2-(3',3'-dimethyl-6-nitrospiro[chromene-2,2'-indolin]-1'-yl)ethyl isonicotinate)(2-cyanoethyl)bis(dimethylglyoximato)cobalt(III)"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H41 Co N8 O9'
_chemical_formula_sum            'C37 H41 Co N8 O9'
_chemical_formula_weight         800.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0192 0.0096 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3068 3.6060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0330 0.0189 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0517 0.0336 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.4955(14)
_cell_length_b                   27.439(4)
_cell_length_c                   16.401(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.394(5)
_cell_angle_gamma                90
_cell_volume                     3806.3(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3421
_cell_measurement_theta_min      3.15
_cell_measurement_theta_max      58.03

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_F_000             1672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.148
_exptl_crystal_size_mid          0.042
_exptl_crystal_size_min          0.032
_exptl_absorpt_coefficient_mu    4.079
_shelx_estimated_absorpt_T_min   0.584
_shelx_estimated_absorpt_T_max   0.881
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.516
_exptl_absorpt_correction_T_max  0.881
_exptl_absorpt_process_details   'Absorption was corrected by ABSCOR'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_type           CuK\a
_diffrn_source                   'X-ray tube'
_diffrn_measurement_device_type  'RIGAKU R-AXIS RAPID-II IP Area Detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21418
_diffrn_reflns_av_unetI/netI     0.1845
_diffrn_reflns_av_R_equivalents  0.1189
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.150
_diffrn_reflns_theta_max         68.242
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measured_fraction_theta_full 0.948
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_Laue_measured_fraction_full 0.948
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 0.948
_reflns_number_total             6587
_reflns_number_gt                1526
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'PROCESS-AUTO (Rigaku, 1998)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6587
_refine_ls_number_parameters     507
_refine_ls_number_restraints     315
_refine_ls_R_factor_all          0.3528
_refine_ls_R_factor_gt           0.1526
_refine_ls_wR_factor_ref         0.5001
_refine_ls_wR_factor_gt          0.3991
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.050
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.4315(4) 0.36472(8) -0.00173(16) 0.1475(15) Uani 1 1 d D U . . .
H1 H 0.385(6) 0.273(2) 0.054(7) 0.28(17) Uiso 1 1 d D . . . .
C1 C 0.137(3) 0.3363(7) -0.0532(12) 0.128(6) Uani 1 1 d . U . . .
N1 N 0.262(2) 0.3207(5) -0.0146(12) 0.149(6) Uani 1 1 d . U . . .
O1 O 0.268(2) 0.2785(4) 0.0305(8) 0.163(5) Uani 1 1 d D U . . .
N8 N 0.3417(14) 0.3977(5) 0.0940(7) 0.119(4) Uani 1 1 d . U . . .
C8 C 0.825(2) 0.3233(6) 0.1472(11) 0.163(7) Uani 1 1 d . U . . .
H8A H 0.8132 0.2882 0.1384 0.244 Uiso 1 1 calc R U . . .
H8AB H 0.8072 0.3312 0.2039 0.244 Uiso 1 1 calc R U . . .
H8AC H 0.9326 0.3332 0.1369 0.244 Uiso 1 1 calc R U . . .
O8 O 0.1773(15) 0.5141(4) 0.3025(7) 0.163(4) Uani 1 1 d . U . . .
N7 N 0.283(2) 0.5781(5) 0.5002(11) 0.167(5) Uani 1 1 d . U . . .
C7 C 0.872(2) 0.4233(6) 0.0665(11) 0.164(7) Uani 1 1 d . U . . .
H7A H 0.9111 0.4358 0.0162 0.246 Uiso 1 1 calc R U . . .
H7AB H 0.9506 0.4014 0.0942 0.246 Uiso 1 1 calc R U . . .
H7AC H 0.8528 0.4506 0.1029 0.246 Uiso 1 1 calc R U . . .
O7 O 0.522(2) 0.6219(5) 0.5192(9) 0.174(5) Uani 1 1 d . U . . .
N6 N 0.888(3) 0.6993(7) 0.2792(14) 0.172(8) Uani 1 1 d . U . . .
C6 C 0.028(3) 0.4091(7) -0.1480(11) 0.171(7) Uani 1 1 d . U . . .
H6A H 0.0642 0.4115 -0.2029 0.257 Uiso 1 1 calc R U . . .
H6AB H 0.0102 0.4419 -0.1271 0.257 Uiso 1 1 calc R U . . .
H6AC H -0.0700 0.3904 -0.1505 0.257 Uiso 1 1 calc R U . . .
O6 O 0.805(2) 0.7217(6) 0.2220(10) 0.205(7) Uani 1 1 d . U . . .
O5 O 1.024(2) 0.6852(5) 0.2954(11) 0.203(7) Uani 1 1 d . U . . .
C5 C -0.0118(18) 0.3080(6) -0.0633(10) 0.145(6) Uani 1 1 d . U . . .
H5A H -0.0339 0.2944 -0.0104 0.174 Uiso 1 1 calc R U . . .
H5AB H -0.0011 0.2815 -0.1024 0.174 Uiso 1 1 calc R U . . .
H5AC H -0.0990 0.3294 -0.0840 0.174 Uiso 1 1 calc R U . . .
O9 O 0.1570(16) 0.4436(4) 0.3681(8) 0.184(5) Uani 1 1 d . U . . .
O4 O 0.5354(16) 0.2833(4) 0.0999(7) 0.178(5) Uani 1 1 d D U . . .
C4 C 0.709(3) 0.3497(8) 0.0904(12) 0.144(7) Uani 1 1 d . U . . .
N4 N 0.582(3) 0.3255(6) 0.0694(10) 0.162(6) Uani 1 1 d D U . . .
O3 O 0.6024(15) 0.4502(4) -0.0370(8) 0.143(4) Uani 1 1 d D U . . .
C3 C 0.715(2) 0.3951(6) 0.0447(10) 0.100(5) Uani 1 1 d . U . . .
N3 N 0.5971(19) 0.4081(6) 0.0046(10) 0.129(5) Uani 1 1 d . U . . .
O2 O 0.3297(15) 0.4474(4) -0.1024(6) 0.158(5) Uani 1 1 d D U . . .
H2 H 0.493(6) 0.446(5) -0.072(7) 0.15(7) Uiso 1 1 d D . . . .
C2 C 0.157(3) 0.3831(10) -0.0898(14) 0.151(7) Uani 1 1 d . U . . .
N2 N 0.289(3) 0.4020(7) -0.0771(10) 0.162(6) Uani 1 1 d . U . . .
N5 N 0.6725(7) 0.2297(2) -0.21668(19) 0.158(11) Uiso 0.526(17) 1 d D . P A 1
C9 C 0.519(3) 0.3299(10) -0.1043(16) 0.129(5) Uiso 0.526(17) 1 d . . P A 1
H9AA H 0.4327 0.3283 -0.1494 0.155 Uiso 0.526(17) 1 calc R U P A 1
H9AB H 0.6050 0.3498 -0.1234 0.155 Uiso 0.526(17) 1 calc R U P A 1
C10 C 0.5880(9) 0.2720(2) -0.08374(18) 0.121(11) Uiso 0.526(17) 1 d D . P A 1
H10A H 0.6865 0.2733 -0.0464 0.145 Uiso 0.526(17) 1 calc R U P A 1
H10B H 0.5087 0.2529 -0.0568 0.145 Uiso 0.526(17) 1 calc R U P A 1
C11 C 0.6186(7) 0.2492(2) -0.15995(19) 0.158(13) Uiso 0.526(17) 1 d D . P A 1
C9A C 0.522(4) 0.2866(12) -0.116(2) 0.132(11) Uiso 0.474(17) 1 d . . P A 2
H9A H 0.5120 0.2821 -0.1757 0.158 Uiso 0.474(17) 1 calc R U P A 2
H9B H 0.4379 0.2683 -0.0925 0.158 Uiso 0.474(17) 1 calc R U P A 2
H9C H 0.6251 0.2746 -0.0930 0.158 Uiso 0.474(17) 1 calc R U P A 2
C10A C 0.5095(8) 0.33069(15) -0.0999(2) 0.129(5) Uiso 0.474(17) 1 d D . P A 2
H10C H 0.4011 0.3317 -0.1294 0.155 Uiso 0.474(17) 1 calc R U P A 2
C11A C 0.5700(7) 0.36112(14) -0.1616(2) 0.171(15) Uiso 0.474(17) 1 d D . P A 2
N5A N 0.5966(9) 0.39189(14) -0.2105(2) 0.255(19) Uiso 0.474(17) 1 d D . P A 2
C38 C 0.272(2) 0.4703(6) 0.1689(12) 0.169(7) Uani 1 1 d . U . . .
H38 H 0.2562 0.5045 0.1680 0.202 Uiso 1 1 calc R U . . .
C37 C 0.335(2) 0.4457(6) 0.1024(10) 0.140(6) Uani 1 1 d . U . . .
H37 H 0.3751 0.4651 0.0611 0.169 Uiso 1 1 calc R U . . .
C36 C 0.300(2) 0.3713(6) 0.1579(12) 0.154(6) Uani 1 1 d . U . . .
H36 H 0.3173 0.3371 0.1584 0.185 Uiso 1 1 calc R U . . .
C35 C 0.2321(18) 0.3927(6) 0.2234(10) 0.133(5) Uani 1 1 d . U . . .
H35 H 0.1828 0.3723 0.2603 0.159 Uiso 1 1 calc R U . . .
C34 C 0.2341(19) 0.4417(6) 0.2362(11) 0.131(5) Uani 1 1 d . U . . .
C33 C 0.182(2) 0.4671(8) 0.3076(12) 0.155(7) Uani 1 1 d . U . . .
C32 C 0.160(3) 0.5408(6) 0.3807(10) 0.147(6) Uani 1 1 d . U . . .
H32A H 0.0999 0.5712 0.3682 0.176 Uiso 1 1 calc R U . . .
H32B H 0.0983 0.5205 0.4161 0.176 Uiso 1 1 calc R U . . .
C31 C 0.316(3) 0.5532(7) 0.4264(12) 0.157(7) Uani 1 1 d . U . . .
H31A H 0.3770 0.5231 0.4399 0.189 Uiso 1 1 calc R U . . .
H31B H 0.3777 0.5744 0.3926 0.189 Uiso 1 1 calc R U . . .
C30 C 0.302(2) 0.5518(8) 0.5745(14) 0.143(6) Uani 1 1 d . U . . .
C29 C 0.281(2) 0.5012(8) 0.5858(13) 0.158(6) Uani 1 1 d . U . . .
H29 H 0.2629 0.4795 0.5409 0.190 Uiso 1 1 calc R U . . .
C28 C 0.289(2) 0.4854(7) 0.6661(17) 0.162(7) Uani 1 1 d . U . . .
H28 H 0.2780 0.4517 0.6776 0.194 Uiso 1 1 calc R U . . .
C27 C 0.314(2) 0.5196(9) 0.7317(12) 0.168(7) Uani 1 1 d . U . . .
H27 H 0.3154 0.5085 0.7866 0.202 Uiso 1 1 calc R U . . .
C26 C 0.334(2) 0.5655(8) 0.7179(13) 0.154(6) Uani 1 1 d . U . . .
H26 H 0.3585 0.5872 0.7624 0.185 Uiso 1 1 calc R U . . .
C25 C 0.318(3) 0.5830(8) 0.6378(15) 0.170(7) Uani 1 1 d . U . . .
C24 C 0.136(3) 0.6558(7) 0.6048(12) 0.229(11) Uani 1 1 d . U . . .
H24A H 0.1435 0.6914 0.6024 0.344 Uiso 1 1 calc R U . . .
H24B H 0.0907 0.6462 0.6551 0.344 Uiso 1 1 calc R U . . .
H24C H 0.0692 0.6439 0.5572 0.344 Uiso 1 1 calc R U . . .
C23 C 0.420(3) 0.6687(6) 0.6518(11) 0.169(7) Uani 1 1 d . U . . .
H23A H 0.5250 0.6540 0.6619 0.253 Uiso 1 1 calc R U . . .
H23B H 0.3791 0.6765 0.7042 0.253 Uiso 1 1 calc R U . . .
H23C H 0.4271 0.6986 0.6197 0.253 Uiso 1 1 calc R U . . .
C22 C 0.309(3) 0.6330(8) 0.6046(13) 0.158(7) Uani 1 1 d . U . . .
C21 C 0.355(3) 0.6262(7) 0.5163(13) 0.138(5) Uani 1 1 d . U . . .
C20 C 0.287(3) 0.6601(7) 0.4583(13) 0.165(8) Uani 1 1 d . U . . .
H20 H 0.1794 0.6690 0.4613 0.198 Uiso 1 1 calc R U . . .
C19 C 0.365(3) 0.6805(7) 0.3986(16) 0.177(8) Uani 1 1 d . U . . .
H19 H 0.3126 0.7009 0.3578 0.213 Uiso 1 1 calc R U . . .
C18 C 0.623(3) 0.6893(6) 0.3383(14) 0.150(6) Uani 1 1 d . U . . .
H18 H 0.5781 0.7078 0.2930 0.180 Uiso 1 1 calc R U . . .
C17 C 0.527(4) 0.6702(7) 0.3998(14) 0.144(6) Uani 1 1 d . U . . .
C16 C 0.604(4) 0.6395(9) 0.4583(18) 0.157(7) Uani 1 1 d . U . . .
C15 C 0.758(3) 0.6317(7) 0.4690(13) 0.159(7) Uani 1 1 d . U . . .
H15 H 0.8030 0.6157 0.5171 0.191 Uiso 1 1 calc R U . . .
C14 C 0.857(3) 0.6470(8) 0.4097(19) 0.200(9) Uani 1 1 d . U . . .
H14 H 0.9641 0.6369 0.4098 0.240 Uiso 1 1 calc R U . . .
C13 C 0.783(4) 0.6788(8) 0.3494(13) 0.151(7) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N3 1.838(15) . ?
Co1 N1 1.875(15) . ?
Co1 N2 1.94(2) . ?
Co1 N4 1.968(17) . ?
Co1 N8 2.023(10) . ?
Co1 C10A 2.026(5) . ?
Co1 C9 2.13(3) . ?
C1 N1 1.26(2) . ?
C1 C2 1.43(3) . ?
C1 C5 1.48(2) . ?
N1 O1 1.372(17) . ?
O1 H1 1.04(2) . ?
N8 C37 1.326(15) . ?
N8 C36 1.348(17) . ?
C8 C4 1.48(2) . ?
C8 H8A 0.9800 . ?
C8 H8AB 0.9800 . ?
C8 H8AC 0.9800 . ?
O8 C33 1.293(19) . ?
O8 C32 1.497(16) . ?
N7 C30 1.413(19) . ?
N7 C31 1.438(18) . ?
N7 C21 1.467(19) . ?
C7 C3 1.55(2) . ?
C7 H7A 0.9800 . ?
C7 H7AB 0.9800 . ?
C7 H7AC 0.9800 . ?
O7 C16 1.36(3) . ?
O7 C21 1.41(2) . ?
N6 O5 1.23(2) . ?
N6 O6 1.28(2) . ?
N6 C13 1.62(3) . ?
C6 C2 1.56(3) . ?
C6 H6A 0.9800 . ?
C6 H6AB 0.9800 . ?
C6 H6AC 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5AB 0.9800 . ?
C5 H5AC 0.9800 . ?
O9 C33 1.220(17) . ?
O4 N4 1.338(18) . ?
O4 H1 1.45(2) . ?
C4 N4 1.28(2) . ?
C4 C3 1.46(2) . ?
O3 N3 1.344(16) . ?
O3 H2 1.044(19) . ?
C3 N3 1.201(16) . ?
O2 N2 1.37(2) . ?
O2 H2 1.435(19) . ?
C2 N2 1.23(2) . ?
N5 C11 1.201(4) . ?
C9 C10 1.72(3) . ?
C9 H9AA 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 C11 1.443(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C9A C10A 1.25(3) . ?
C9A H9A 0.9800 . ?
C9A H9B 0.9800 . ?
C9A H9C 0.9800 . ?
C10A C11A 1.443(4) . ?
C10A H10C 1.0000 . ?
C11A N5A 1.201(4) . ?
C38 C34 1.416(19) . ?
C38 C37 1.429(19) . ?
C38 H38 0.9500 . ?
C37 H37 0.9500 . ?
C36 C35 1.395(18) . ?
C36 H36 0.9500 . ?
C35 C34 1.360(18) . ?
C35 H35 0.9500 . ?
C34 C33 1.46(2) . ?
C32 C31 1.50(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C30 C25 1.34(2) . ?
C30 C29 1.41(2) . ?
C29 C28 1.38(2) . ?
C29 H29 0.9500 . ?
C28 C27 1.43(2) . ?
C28 H28 0.9500 . ?
C27 C26 1.29(2) . ?
C27 H27 0.9500 . ?
C26 C25 1.39(2) . ?
C26 H26 0.9500 . ?
C25 C22 1.47(2) . ?
C24 C22 1.59(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C23 C22 1.52(2) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C22 C21 1.55(2) . ?
C21 C20 1.42(2) . ?
C20 C19 1.36(2) . ?
C20 H20 0.9500 . ?
C19 C17 1.40(3) . ?
C19 H19 0.9500 . ?
C18 C13 1.39(3) . ?
C18 C17 1.45(2) . ?
C18 H18 0.9500 . ?
C17 C16 1.39(3) . ?
C16 C15 1.32(2) . ?
C15 C14 1.41(3) . ?
C15 H15 0.9500 . ?
C14 C13 1.42(3) . ?
C14 H14 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Co1 N1 176.8(8) . . ?
N3 Co1 N2 97.1(10) . . ?
N1 Co1 N2 80.9(10) . . ?
N3 Co1 N4 82.5(9) . . ?
N1 Co1 N4 99.5(10) . . ?
N2 Co1 N4 176.7(6) . . ?
N3 Co1 N8 90.5(5) . . ?
N1 Co1 N8 91.9(5) . . ?
N2 Co1 N8 90.1(5) . . ?
N4 Co1 N8 93.2(5) . . ?
N3 Co1 C10A 92.2(4) . . ?
N1 Co1 C10A 85.3(4) . . ?
N2 Co1 C10A 88.1(4) . . ?
N4 Co1 C10A 88.7(4) . . ?
N8 Co1 C10A 176.9(4) . . ?
N3 Co1 C9 90.9(9) . . ?
N1 Co1 C9 86.7(9) . . ?
N2 Co1 C9 88.5(9) . . ?
N4 Co1 C9 88.2(9) . . ?
N8 Co1 C9 178.2(9) . . ?
N1 C1 C2 112(2) . . ?
N1 C1 C5 123.4(18) . . ?
C2 C1 C5 124(2) . . ?
C1 N1 O1 122.7(18) . . ?
C1 N1 Co1 116.2(14) . . ?
O1 N1 Co1 119.7(16) . . ?
N1 O1 H1 108(4) . . ?
C37 N8 C36 115.8(13) . . ?
C37 N8 Co1 123.2(11) . . ?
C36 N8 Co1 120.7(11) . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8AB 109.5 . . ?
H8A C8 H8AB 109.5 . . ?
C4 C8 H8AC 109.5 . . ?
H8A C8 H8AC 109.5 . . ?
H8AB C8 H8AC 109.5 . . ?
C33 O8 C32 116.0(13) . . ?
C30 N7 C31 117.9(16) . . ?
C30 N7 C21 107.0(17) . . ?
C31 N7 C21 118.0(15) . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7AB 109.5 . . ?
H7A C7 H7AB 109.5 . . ?
C3 C7 H7AC 109.5 . . ?
H7A C7 H7AC 109.5 . . ?
H7AB C7 H7AC 109.5 . . ?
C16 O7 C21 122(2) . . ?
O5 N6 O6 139(3) . . ?
O5 N6 C13 108(2) . . ?
O6 N6 C13 113(2) . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6AB 109.5 . . ?
H6A C6 H6AB 109.5 . . ?
C2 C6 H6AC 109.5 . . ?
H6A C6 H6AC 109.5 . . ?
H6AB C6 H6AC 109.5 . . ?
C1 C5 H5A 109.5 . . ?
C1 C5 H5AB 109.5 . . ?
H5A C5 H5AB 109.5 . . ?
C1 C5 H5AC 109.5 . . ?
H5A C5 H5AC 109.5 . . ?
H5AB C5 H5AC 109.5 . . ?
N4 O4 H1 105(2) . . ?
N4 C4 C3 112(2) . . ?
N4 C4 C8 114(2) . . ?
C3 C4 C8 133(2) . . ?
C4 N4 O4 128(2) . . ?
C4 N4 Co1 111.1(17) . . ?
O4 N4 Co1 119.7(16) . . ?
N3 O3 H2 96(9) . . ?
N3 C3 C4 118(2) . . ?
N3 C3 C7 129.2(16) . . ?
C4 C3 C7 112(2) . . ?
C3 N3 O3 117.9(16) . . ?
C3 N3 Co1 115.7(14) . . ?
O3 N3 Co1 126.1(13) . . ?
N2 O2 H2 98(7) . . ?
N2 C2 C1 117(3) . . ?
N2 C2 C6 119(2) . . ?
C1 C2 C6 124(3) . . ?
C2 N2 O2 126(2) . . ?
C2 N2 Co1 113(2) . . ?
O2 N2 Co1 121.0(16) . . ?
C10 C9 Co1 113.5(13) . . ?
C10 C9 H9AA 108.9 . . ?
Co1 C9 H9AA 108.9 . . ?
C10 C9 H9AB 108.9 . . ?
Co1 C9 H9AB 108.9 . . ?
H9AA C9 H9AB 107.7 . . ?
C11 C10 C9 108.5(9) . . ?
C11 C10 H10A 110.0 . . ?
C9 C10 H10A 110.0 . . ?
C11 C10 H10B 110.0 . . ?
C9 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
N5 C11 C10 167.7(5) . . ?
C10A C9A H9A 109.5 . . ?
C10A C9A H9B 109.5 . . ?
H9A C9A H9B 109.5 . . ?
C10A C9A H9C 109.5 . . ?
H9A C9A H9C 109.5 . . ?
H9B C9A H9C 109.5 . . ?
C9A C10A C11A 111.7(14) . . ?
C9A C10A Co1 131.1(15) . . ?
C11A C10A Co1 117.1(3) . . ?
C9A C10A H10C 90.9 . . ?
C11A C10A H10C 90.9 . . ?
Co1 C10A H10C 90.9 . . ?
N5A C11A C10A 167.7(5) . . ?
C34 C38 C37 117.6(14) . . ?
C34 C38 H38 121.2 . . ?
C37 C38 H38 121.2 . . ?
N8 C37 C38 124.8(14) . . ?
N8 C37 H37 117.6 . . ?
C38 C37 H37 117.6 . . ?
N8 C36 C35 122.1(15) . . ?
N8 C36 H36 119.0 . . ?
C35 C36 H36 119.0 . . ?
C34 C35 C36 122.3(15) . . ?
C34 C35 H35 118.9 . . ?
C36 C35 H35 118.9 . . ?
C35 C34 C38 115.3(15) . . ?
C35 C34 C33 126.4(17) . . ?
C38 C34 C33 117.8(16) . . ?
O9 C33 O8 124.9(17) . . ?
O9 C33 C34 119.2(19) . . ?
O8 C33 C34 115.7(17) . . ?
C31 C32 O8 112.8(15) . . ?
C31 C32 H32A 109.0 . . ?
O8 C32 H32A 109.0 . . ?
C31 C32 H32B 109.0 . . ?
O8 C32 H32B 109.0 . . ?
H32A C32 H32B 107.8 . . ?
N7 C31 C32 107.5(15) . . ?
N7 C31 H31A 110.2 . . ?
C32 C31 H31A 110.2 . . ?
N7 C31 H31B 110.2 . . ?
C32 C31 H31B 110.2 . . ?
H31A C31 H31B 108.5 . . ?
C25 C30 C29 122(2) . . ?
C25 C30 N7 109.6(19) . . ?
C29 C30 N7 128(2) . . ?
C28 C29 C30 116.0(18) . . ?
C28 C29 H29 122.0 . . ?
C30 C29 H29 122.0 . . ?
C29 C28 C27 120.1(17) . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
C26 C27 C28 121.4(19) . . ?
C26 C27 H27 119.3 . . ?
C28 C27 H27 119.3 . . ?
C27 C26 C25 119.9(19) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C30 C25 C26 120(2) . . ?
C30 C25 C22 108(2) . . ?
C26 C25 C22 132(2) . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C22 C23 113.6(19) . . ?
C25 C22 C21 102.8(19) . . ?
C23 C22 C21 110.5(17) . . ?
C25 C22 C24 112.7(18) . . ?
C23 C22 C24 105.8(18) . . ?
C21 C22 C24 111.6(19) . . ?
O7 C21 C20 115.1(18) . . ?
O7 C21 N7 109.3(17) . . ?
C20 C21 N7 109.3(19) . . ?
O7 C21 C22 108.9(19) . . ?
C20 C21 C22 115(2) . . ?
N7 C21 C22 97.9(16) . . ?
C19 C20 C21 124(2) . . ?
C19 C20 H20 118.1 . . ?
C21 C20 H20 118.1 . . ?
C20 C19 C17 117(3) . . ?
C20 C19 H19 121.5 . . ?
C17 C19 H19 121.5 . . ?
C13 C18 C17 116(2) . . ?
C13 C18 H18 121.9 . . ?
C17 C18 H18 121.9 . . ?
C16 C17 C19 122(3) . . ?
C16 C17 C18 116(3) . . ?
C19 C17 C18 122(3) . . ?
C15 C16 O7 115(3) . . ?
C15 C16 C17 126(3) . . ?
O7 C16 C17 118(3) . . ?
C16 C15 C14 120(3) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C14 C13 114(2) . . ?
C15 C14 H14 122.9 . . ?
C13 C14 H14 122.9 . . ?
C18 C13 C14 126(2) . . ?
C18 C13 N6 116(2) . . ?
C14 C13 N6 118(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 N1 O1 175.0(12) . . . . ?
C5 C1 N1 O1 -8(3) . . . . ?
C2 C1 N1 Co1 8(2) . . . . ?
C5 C1 N1 Co1 -175.0(11) . . . . ?
N2 Co1 N1 C1 -8.7(13) . . . . ?
N4 Co1 N1 C1 174.6(13) . . . . ?
N8 Co1 N1 C1 81.1(14) . . . . ?
C10A Co1 N1 C1 -97.5(14) . . . . ?
C9 Co1 N1 C1 -97.8(15) . . . . ?
N2 Co1 N1 O1 -175.8(11) . . . . ?
N4 Co1 N1 O1 7.5(11) . . . . ?
N8 Co1 N1 O1 -86.0(10) . . . . ?
C10A Co1 N1 O1 95.4(10) . . . . ?
C9 Co1 N1 O1 95.1(12) . . . . ?
C3 C4 N4 O4 -178.0(12) . . . . ?
C8 C4 N4 O4 9(3) . . . . ?
C3 C4 N4 Co1 -9.8(18) . . . . ?
C8 C4 N4 Co1 177.4(10) . . . . ?
N4 C4 C3 N3 11(2) . . . . ?
C8 C4 C3 N3 -177.8(17) . . . . ?
N4 C4 C3 C7 -177.1(14) . . . . ?
C8 C4 C3 C7 -6(2) . . . . ?
C4 C3 N3 O3 179.5(11) . . . . ?
C7 C3 N3 O3 9(2) . . . . ?
C4 C3 N3 Co1 -6(2) . . . . ?
C7 C3 N3 Co1 -176.5(11) . . . . ?
N2 Co1 N3 C3 -176.1(13) . . . . ?
N4 Co1 N3 C3 0.6(13) . . . . ?
N8 Co1 N3 C3 93.8(13) . . . . ?
C10A Co1 N3 C3 -87.7(13) . . . . ?
C9 Co1 N3 C3 -87.4(15) . . . . ?
N2 Co1 N3 O3 -2.6(12) . . . . ?
N4 Co1 N3 O3 174.1(12) . . . . ?
N8 Co1 N3 O3 -92.7(12) . . . . ?
C10A Co1 N3 O3 85.8(11) . . . . ?
C9 Co1 N3 O3 86.1(13) . . . . ?
N1 C1 C2 N2 -2(3) . . . . ?
C5 C1 C2 N2 -178.6(16) . . . . ?
N1 C1 C2 C6 173.9(16) . . . . ?
C5 C1 C2 C6 -3(3) . . . . ?
C1 C2 N2 O2 -175.8(13) . . . . ?
C6 C2 N2 O2 8(3) . . . . ?
C1 C2 N2 Co1 -5(2) . . . . ?
C6 C2 N2 Co1 178.9(11) . . . . ?
Co1 C9 C10 C11 170.5(11) . . . . ?
C9 C10 C11 N5 119(3) . . . . ?
C9A C10A C11A N5A 141(3) . . . . ?
Co1 C10A C11A N5A -42(2) . . . . ?
C36 N8 C37 C38 -7(2) . . . . ?
Co1 N8 C37 C38 179.8(13) . . . . ?
C34 C38 C37 N8 9(3) . . . . ?
C37 N8 C36 C35 9(2) . . . . ?
Co1 N8 C36 C35 -177.5(12) . . . . ?
N8 C36 C35 C34 -14(3) . . . . ?
C36 C35 C34 C38 15(2) . . . . ?
C36 C35 C34 C33 -172.7(17) . . . . ?
C37 C38 C34 C35 -13(2) . . . . ?
C37 C38 C34 C33 174.9(17) . . . . ?
C32 O8 C33 O9 8(3) . . . . ?
C32 O8 C33 C34 -166.9(15) . . . . ?
C35 C34 C33 O9 12(3) . . . . ?
C38 C34 C33 O9 -176.1(18) . . . . ?
C35 C34 C33 O8 -172.2(17) . . . . ?
C38 C34 C33 O8 -1(3) . . . . ?
C33 O8 C32 C31 90(2) . . . . ?
C30 N7 C31 C32 103.6(19) . . . . ?
C21 N7 C31 C32 -125.4(19) . . . . ?
O8 C32 C31 N7 -179.4(12) . . . . ?
C31 N7 C30 C25 160.1(18) . . . . ?
C21 N7 C30 C25 24(2) . . . . ?
C31 N7 C30 C29 -30(3) . . . . ?
C21 N7 C30 C29 -166.1(18) . . . . ?
C25 C30 C29 C28 -4(3) . . . . ?
N7 C30 C29 C28 -172.7(18) . . . . ?
C30 C29 C28 C27 1(3) . . . . ?
C29 C28 C27 C26 -2(3) . . . . ?
C28 C27 C26 C25 5(3) . . . . ?
C29 C30 C25 C26 8(3) . . . . ?
N7 C30 C25 C26 177.9(18) . . . . ?
C29 C30 C25 C22 -169.8(18) . . . . ?
N7 C30 C25 C22 1(2) . . . . ?
C27 C26 C25 C30 -8(3) . . . . ?
C27 C26 C25 C22 169(2) . . . . ?
C30 C25 C22 C23 -142.8(19) . . . . ?
C26 C25 C22 C23 40(3) . . . . ?
C30 C25 C22 C21 -23(2) . . . . ?
C26 C25 C22 C21 160(2) . . . . ?
C30 C25 C22 C24 97(2) . . . . ?
C26 C25 C22 C24 -80(3) . . . . ?
C16 O7 C21 C20 -15(2) . . . . ?
C16 O7 C21 N7 108.0(19) . . . . ?
C16 O7 C21 C22 -146.2(17) . . . . ?
C30 N7 C21 O7 77.2(19) . . . . ?
C31 N7 C21 O7 -59(2) . . . . ?
C30 N7 C21 C20 -156.0(18) . . . . ?
C31 N7 C21 C20 68(3) . . . . ?
C30 N7 C21 C22 -36(2) . . . . ?
C31 N7 C21 C22 -171.8(18) . . . . ?
C25 C22 C21 O7 -79(2) . . . . ?
C23 C22 C21 O7 43(2) . . . . ?
C24 C22 C21 O7 160.5(17) . . . . ?
C25 C22 C21 C20 151(2) . . . . ?
C23 C22 C21 C20 -88(2) . . . . ?
C24 C22 C21 C20 30(3) . . . . ?
C25 C22 C21 N7 35(2) . . . . ?
C23 C22 C21 N7 156.6(17) . . . . ?
C24 C22 C21 N7 -86(2) . . . . ?
O7 C21 C20 C19 12(3) . . . . ?
N7 C21 C20 C19 -111(2) . . . . ?
C22 C21 C20 C19 140(2) . . . . ?
C21 C20 C19 C17 -6(3) . . . . ?
C20 C19 C17 C16 1(3) . . . . ?
C20 C19 C17 C18 178.8(16) . . . . ?
C13 C18 C17 C16 -6(2) . . . . ?
C13 C18 C17 C19 176.2(16) . . . . ?
C21 O7 C16 C15 -178.6(17) . . . . ?
C21 O7 C16 C17 12(3) . . . . ?
C19 C17 C16 C15 -173(2) . . . . ?
C18 C17 C16 C15 10(3) . . . . ?
C19 C17 C16 O7 -5(3) . . . . ?
C18 C17 C16 O7 177.8(15) . . . . ?
O7 C16 C15 C14 178.4(16) . . . . ?
C17 C16 C15 C14 -13(3) . . . . ?
C16 C15 C14 C13 12(3) . . . . ?
C17 C18 C13 C14 7(3) . . . . ?
C17 C18 C13 N6 178.8(12) . . . . ?
C15 C14 C13 C18 -10(3) . . . . ?
C15 C14 C13 N6 178.8(14) . . . . ?
O5 N6 C13 C18 -176.8(17) . . . . ?
O6 N6 C13 C18 -1(2) . . . . ?
O5 N6 C13 C14 -5(2) . . . . ?
O6 N6 C13 C14 170.7(18) . . . . ?

_refine_diff_density_max         0.383
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.086


_chemical_properties_physical    Photo-sensitive
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_II-initial
_database_code_depnum_ccdc_archive 'CCDC 1849074'
_audit_update_record             
;
2018-06-13 deposited with the CCDC.
2018-07-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
"(2-(3',3'-dimethyl-6-nitrospiro[chromene-2,2'-indolin]-1'-yl)ethyl isonicotinate)(2-cyanoethyl)bis(dimethylglyoximato)cobalt(III)"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H41 Co N8 O9'
_chemical_formula_sum            'C37 H41 Co N8 O9'
_chemical_formula_weight         800.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.4607(10)
_cell_length_b                   27.278(3)
_cell_length_c                   16.4849(19)
_cell_angle_alpha                90
_cell_angle_beta                 95.116(3)
_cell_angle_gamma                90
_cell_volume                     3789.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6337
_cell_measurement_theta_min      3.14
_cell_measurement_theta_max      63.36

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_F_000             1672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.058
_exptl_crystal_size_mid          0.042
_exptl_crystal_size_min          0.036
_exptl_absorpt_coefficient_mu    4.103
_shelx_estimated_absorpt_T_min   0.797
_shelx_estimated_absorpt_T_max   0.866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.656
_exptl_absorpt_correction_T_max  0.866
_exptl_absorpt_process_details   'Absorption was corrected by ABSCOR'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_type           CuK\a
_diffrn_source                   'X-ray tube'
_diffrn_measurement_device_type  'RIGAKU R-AXIS RAPID-II IP Area Detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38713
_diffrn_reflns_av_unetI/netI     0.1609
_diffrn_reflns_av_R_equivalents  0.1226
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.142
_diffrn_reflns_theta_max         68.297
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6917
_reflns_number_gt                1942
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'PROCESS-AUTO (Rigaku, 1998)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 2008)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1704P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6917
_refine_ls_number_parameters     510
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.2795
_refine_ls_R_factor_gt           0.1040
_refine_ls_wR_factor_ref         0.3753
_refine_ls_wR_factor_gt          0.2785
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_restrained_S_all      0.960
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.5618(2) 0.36254(5) 0.49965(9) 0.1135(8) Uani 1 1 d . . . . .
H1 H 0.618(3) 0.272(2) 0.439(3) 0.06(2) Uiso 1 1 d D . . . .
O1 O 0.4574(8) 0.2836(2) 0.3971(4) 0.121(2) Uani 1 1 d D . . . .
O2 O 0.3904(11) 0.4482(3) 0.5375(5) 0.118(2) Uani 1 1 d . . . . .
H2 H 0.506(10) 0.450(2) 0.570(4) 0.05(2) Uiso 1 1 d . . . . .
O3 O 0.6670(10) 0.4417(3) 0.6035(4) 0.131(2) Uani 1 1 d . . . . .
O4 O 0.7344(9) 0.2758(3) 0.4661(5) 0.127(2) Uani 1 1 d D . . . .
O5 O -0.0176(15) 0.6871(4) 0.2111(8) 0.193(5) Uani 1 1 d . . . . .
O6 O 0.1958(14) 0.7216(4) 0.2745(7) 0.169(4) Uani 1 1 d . . . . .
O7 O 0.4778(17) 0.6196(3) -0.0189(7) 0.161(3) Uani 1 1 d . . . . .
O8 O 0.8199(8) 0.5147(3) 0.1987(4) 0.130(2) Uani 1 1 d . . . . .
O9 O 0.8445(11) 0.4420(3) 0.1331(5) 0.161(4) Uani 1 1 d . . . . .
N1 N 0.4162(14) 0.3280(3) 0.4261(5) 0.110(3) Uani 1 1 d . . . . .
N2 N 0.3904(12) 0.4067(3) 0.4946(6) 0.105(3) Uani 1 1 d . . . . .
N3 N 0.7088(15) 0.3969(3) 0.5737(5) 0.118(3) Uani 1 1 d . . . . .
N4 N 0.7316(13) 0.3177(3) 0.5068(7) 0.112(3) Uani 1 1 d . . . . .
N5 N 0.3435(14) 0.2321(4) 0.7130(7) 0.158(4) Uani 1 1 d . . . . .
N6 N 0.123(2) 0.6966(4) 0.2173(9) 0.155(5) Uani 1 1 d . . . . .
N7 N 0.7142(12) 0.5752(4) -0.0036(6) 0.131(3) Uani 1 1 d . . . . .
N8 N 0.6566(9) 0.3973(3) 0.4013(5) 0.102(2) Uani 1 1 d . . . . .
C1 C 0.2831(17) 0.3460(4) 0.4051(7) 0.103(3) Uani 1 1 d . . . . .
C2 C 0.2653(18) 0.3945(5) 0.4459(7) 0.115(4) Uani 1 1 d . . . . .
C3 C 0.8453(17) 0.3790(5) 0.5937(7) 0.109(3) Uani 1 1 d . . . . .
C4 C 0.862(2) 0.3324(5) 0.5517(8) 0.129(4) Uani 1 1 d . . . . .
C5 C 0.1517(15) 0.3256(4) 0.3507(7) 0.139(4) Uani 1 1 d . . . . .
H5A H 0.083810 0.352288 0.328238 0.209 Uiso 1 1 calc R U . . .
H5AB H 0.089102 0.303209 0.381597 0.209 Uiso 1 1 calc R U . . .
H5AC H 0.194945 0.307635 0.306172 0.209 Uiso 1 1 calc R U . . .
C6 C 0.1245(14) 0.4276(4) 0.4340(7) 0.134(4) Uani 1 1 d . . . . .
H6A H 0.156578 0.459008 0.411742 0.201 Uiso 1 1 calc R U . . .
H6AB H 0.081305 0.433152 0.486483 0.201 Uiso 1 1 calc R U . . .
H6AC H 0.043149 0.412384 0.396064 0.201 Uiso 1 1 calc R U . . .
C7 C 0.9684(15) 0.4027(4) 0.6463(7) 0.140(4) Uani 1 1 d . . . . .
H7A H 0.930611 0.407986 0.700136 0.168 Uiso 1 1 calc R U . . .
H7AB H 0.995145 0.434263 0.622807 0.168 Uiso 1 1 calc R U . . .
H7AC H 1.062956 0.381741 0.651778 0.168 Uiso 1 1 calc R U . . .
C8 C 1.0056(14) 0.3015(4) 0.5595(7) 0.138(4) Uani 1 1 d . . . . .
H8A H 0.981790 0.269585 0.533882 0.207 Uiso 1 1 calc R U . . .
H8AB H 1.040246 0.296707 0.617286 0.207 Uiso 1 1 calc R U . . .
H8AC H 1.090227 0.317597 0.532530 0.207 Uiso 1 1 calc R U . . .
C9 C 0.4714(12) 0.3288(4) 0.5962(6) 0.125(3) Uani 1 1 d . . . . .
H9A H 0.544849 0.334333 0.645541 0.150 Uiso 1 1 calc R U . . .
H9AB H 0.368957 0.344413 0.605469 0.150 Uiso 1 1 calc R U . . .
C10 C 0.4442(16) 0.2728(4) 0.5858(8) 0.165(5) Uani 1 1 d . . . . .
H10A H 0.369708 0.266856 0.536983 0.198 Uiso 1 1 calc R U . . .
H10B H 0.546172 0.256763 0.576844 0.198 Uiso 1 1 calc R U . . .
C11 C 0.3799(17) 0.2506(5) 0.6568(9) 0.149(5) Uani 1 1 d . . . . .
C12 C 0.223(3) 0.6775(7) 0.1553(11) 0.145(5) Uani 1 1 d . . . . .
C13 C 0.151(2) 0.6474(6) 0.0916(14) 0.166(6) Uani 1 1 d . . . . .
H13 H 0.040905 0.640173 0.088810 0.199 Uiso 1 1 calc R U . . .
C14 C 0.244(3) 0.6288(5) 0.0341(12) 0.169(6) Uani 1 1 d . . . . .
H14 H 0.200921 0.609173 -0.010216 0.203 Uiso 1 1 calc R U . . .
C15 C 0.403(3) 0.6407(7) 0.0453(12) 0.139(5) Uani 1 1 d . . . . .
C16 C 0.475(3) 0.6690(5) 0.1050(12) 0.135(5) Uani 1 1 d . . . . .
C17 C 0.379(3) 0.6884(5) 0.1644(10) 0.150(6) Uani 1 1 d . . . . .
H17 H 0.423133 0.707991 0.208373 0.180 Uiso 1 1 calc R U . . .
C18 C 0.634(3) 0.6793(4) 0.1008(9) 0.147(5) Uani 1 1 d . . . . .
H18 H 0.688443 0.700882 0.139161 0.176 Uiso 1 1 calc R U . . .
C19 C 0.7121(17) 0.6584(5) 0.0420(10) 0.149(5) Uani 1 1 d . . . . .
H19 H 0.818893 0.668396 0.038569 0.178 Uiso 1 1 calc R U . . .
C20 C 0.649(2) 0.6220(5) -0.0171(9) 0.135(4) Uani 1 1 d . . . . .
C21 C 0.6871(18) 0.6328(4) -0.1067(8) 0.133(4) Uani 1 1 d . . . . .
C22 C 0.5654(18) 0.6678(4) -0.1531(8) 0.173(5) Uani 1 1 d . . . . .
H22A H 0.576879 0.665958 -0.211604 0.259 Uiso 1 1 calc R U . . .
H22B H 0.585022 0.701503 -0.134112 0.259 Uiso 1 1 calc R U . . .
H22C H 0.457587 0.658037 -0.142674 0.259 Uiso 1 1 calc R U . . .
C23 C 0.853(2) 0.6540(4) -0.1074(7) 0.171(5) Uani 1 1 d . . . . .
H23A H 0.886990 0.652142 -0.162744 0.256 Uiso 1 1 calc R U . . .
H23B H 0.927144 0.635105 -0.070307 0.256 Uiso 1 1 calc R U . . .
H23C H 0.853227 0.688265 -0.089768 0.256 Uiso 1 1 calc R U . . .
C24 C 0.6875(14) 0.5816(4) -0.1407(9) 0.132(4) Uani 1 1 d . . . . .
C25 C 0.6743(13) 0.5657(5) -0.2208(9) 0.135(4) Uani 1 1 d . . . . .
H25 H 0.656776 0.588083 -0.264843 0.162 Uiso 1 1 calc R U . . .
C26 C 0.6879(13) 0.5153(6) -0.2340(9) 0.137(4) Uani 1 1 d . . . . .
H26 H 0.682421 0.502562 -0.287792 0.165 Uiso 1 1 calc R U . . .
C27 C 0.7096(16) 0.4837(5) -0.1669(13) 0.156(5) Uani 1 1 d . . . . .
H27 H 0.715093 0.449430 -0.176291 0.187 Uiso 1 1 calc R U . . .
C28 C 0.7232(13) 0.5004(5) -0.0885(10) 0.133(4) Uani 1 1 d . . . . .
H28 H 0.744137 0.478494 -0.043996 0.159 Uiso 1 1 calc R U . . .
C29 C 0.7057(11) 0.5498(4) -0.0761(9) 0.108(3) Uani 1 1 d . . . . .
C30 C 0.6886(15) 0.5505(4) 0.0723(8) 0.132(4) Uani 1 1 d . . . . .
H30A H 0.630402 0.519421 0.060465 0.159 Uiso 1 1 calc R U . . .
H30B H 0.623691 0.571470 0.105275 0.159 Uiso 1 1 calc R U . . .
C31 C 0.8466(17) 0.5398(4) 0.1194(8) 0.145(4) Uani 1 1 d . . . . .
H31A H 0.911035 0.518393 0.086679 0.173 Uiso 1 1 calc R U . . .
H31B H 0.905473 0.570756 0.130583 0.173 Uiso 1 1 calc R U . . .
C32 C 0.8191(14) 0.4654(5) 0.1914(9) 0.124(4) Uani 1 1 d . . . . .
C33 C 0.7673(13) 0.4427(4) 0.2680(7) 0.108(3) Uani 1 1 d . . . . .
C34 C 0.7628(11) 0.3934(4) 0.2736(6) 0.104(3) Uani 1 1 d . . . . .
H34 H 0.799582 0.373856 0.231483 0.125 Uiso 1 1 calc R U . . .
C35 C 0.7069(14) 0.3718(4) 0.3384(8) 0.119(3) Uani 1 1 d . . . . .
H35 H 0.702417 0.337037 0.339932 0.142 Uiso 1 1 calc R U . . .
C36 C 0.6648(12) 0.4464(4) 0.3993(6) 0.106(3) Uani 1 1 d . . . . .
H36 H 0.633671 0.465203 0.443668 0.127 Uiso 1 1 calc R U . . .
C37 C 0.7175(13) 0.4689(4) 0.3339(8) 0.120(4) Uani 1 1 d . . . . .
H37 H 0.720792 0.503723 0.332720 0.145 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N4 1.882(10) . ?
Co1 N2 1.882(9) . ?
Co1 N1 1.900(9) . ?
Co1 N3 1.908(10) . ?
Co1 C9 2.046(9) . ?
Co1 N8 2.098(8) . ?
O1 N1 1.359(9) . ?
O2 N2 1.333(9) . ?
O2 H2 1.08(9) . ?
O3 N3 1.375(10) . ?
O3 H2 1.44(9) . ?
O4 N4 1.327(10) . ?
O4 H1 1.049(17) . ?
O5 N6 1.212(15) . ?
O6 N6 1.277(14) . ?
O7 C15 1.403(18) . ?
O7 C20 1.449(15) . ?
O8 C32 1.350(12) . ?
O8 C31 1.510(12) . ?
O9 C32 1.189(12) . ?
N1 C1 1.249(12) . ?
N2 C2 1.314(12) . ?
N3 C3 1.270(12) . ?
N4 C4 1.332(15) . ?
N5 C11 1.121(13) . ?
N6 C12 1.48(2) . ?
N7 C29 1.376(12) . ?
N7 C20 1.400(14) . ?
N7 C30 1.454(12) . ?
N8 C36 1.340(10) . ?
N8 C35 1.349(11) . ?
C1 C5 1.474(14) . ?
C1 C2 1.496(15) . ?
C2 C6 1.494(14) . ?
C3 C7 1.447(14) . ?
C3 C4 1.460(16) . ?
C4 C8 1.478(15) . ?
C5 H5A 0.9800 . ?
C5 H5AB 0.9800 . ?
C5 H5AC 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6AB 0.9800 . ?
C6 H6AC 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7AB 0.9800 . ?
C7 H7AC 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8AB 0.9800 . ?
C8 H8AC 0.9800 . ?
C9 C10 1.551(14) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 C11 1.464(16) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C12 C17 1.348(19) . ?
C12 C13 1.43(2) . ?
C13 C14 1.379(19) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.352(19) . ?
C16 C18 1.388(17) . ?
C16 C17 1.428(19) . ?
C17 H17 0.9500 . ?
C18 C19 1.346(15) . ?
C18 H18 0.9500 . ?
C19 C20 1.459(17) . ?
C19 H19 0.9500 . ?
C20 C21 1.567(16) . ?
C21 C24 1.507(15) . ?
C21 C23 1.522(16) . ?
C21 C22 1.554(16) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C29 1.372(14) . ?
C24 C25 1.384(14) . ?
C25 C26 1.400(14) . ?
C25 H25 0.9500 . ?
C26 C27 1.400(17) . ?
C26 H26 0.9500 . ?
C27 C28 1.365(16) . ?
C27 H27 0.9500 . ?
C28 C29 1.374(13) . ?
C28 H28 0.9500 . ?
C30 C31 1.514(14) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.507(15) . ?
C33 C34 1.348(12) . ?
C33 C37 1.397(12) . ?
C34 C35 1.342(12) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 C37 1.351(12) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Co1 N2 178.7(3) . . ?
N4 Co1 N1 99.5(5) . . ?
N2 Co1 N1 80.6(5) . . ?
N4 Co1 N3 80.2(5) . . ?
N2 Co1 N3 99.7(5) . . ?
N1 Co1 N3 179.7(5) . . ?
N4 Co1 C9 89.7(4) . . ?
N2 Co1 C9 89.0(4) . . ?
N1 Co1 C9 90.4(4) . . ?
N3 Co1 C9 89.5(4) . . ?
N4 Co1 N8 90.0(3) . . ?
N2 Co1 N8 91.3(3) . . ?
N1 Co1 N8 90.1(3) . . ?
N3 Co1 N8 90.0(3) . . ?
C9 Co1 N8 179.5(4) . . ?
N2 O2 H2 105(3) . . ?
N3 O3 H2 105(2) . . ?
N4 O4 H1 104(3) . . ?
C15 O7 C20 119.0(14) . . ?
C32 O8 C31 111.9(9) . . ?
C1 N1 O1 120.5(10) . . ?
C1 N1 Co1 119.9(9) . . ?
O1 N1 Co1 119.6(8) . . ?
C2 N2 O2 120.1(10) . . ?
C2 N2 Co1 116.1(8) . . ?
O2 N2 Co1 123.8(8) . . ?
C3 N3 O3 120.3(11) . . ?
C3 N3 Co1 120.2(9) . . ?
O3 N3 Co1 119.4(9) . . ?
O4 N4 C4 119.3(11) . . ?
O4 N4 Co1 125.2(9) . . ?
C4 N4 Co1 115.2(9) . . ?
O5 N6 O6 125.6(18) . . ?
O5 N6 C12 118.9(18) . . ?
O6 N6 C12 115.5(18) . . ?
C29 N7 C20 109.3(10) . . ?
C29 N7 C30 120.9(10) . . ?
C20 N7 C30 118.2(11) . . ?
C36 N8 C35 118.4(9) . . ?
C36 N8 Co1 119.7(7) . . ?
C35 N8 Co1 122.0(8) . . ?
N1 C1 C5 129.2(12) . . ?
N1 C1 C2 110.4(11) . . ?
C5 C1 C2 120.5(13) . . ?
N2 C2 C6 121.0(11) . . ?
N2 C2 C1 113.1(12) . . ?
C6 C2 C1 125.9(13) . . ?
N3 C3 C7 125.1(13) . . ?
N3 C3 C4 109.5(13) . . ?
C7 C3 C4 125.4(14) . . ?
N4 C4 C3 114.7(14) . . ?
N4 C4 C8 120.6(13) . . ?
C3 C4 C8 124.6(16) . . ?
C1 C5 H5A 109.5 . . ?
C1 C5 H5AB 109.5 . . ?
H5A C5 H5AB 109.5 . . ?
C1 C5 H5AC 109.5 . . ?
H5A C5 H5AC 109.5 . . ?
H5AB C5 H5AC 109.5 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6AB 109.5 . . ?
H6A C6 H6AB 109.5 . . ?
C2 C6 H6AC 109.5 . . ?
H6A C6 H6AC 109.5 . . ?
H6AB C6 H6AC 109.5 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7AB 109.5 . . ?
H7A C7 H7AB 109.5 . . ?
C3 C7 H7AC 109.5 . . ?
H7A C7 H7AC 109.5 . . ?
H7AB C7 H7AC 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8AB 109.5 . . ?
H8A C8 H8AB 109.5 . . ?
C4 C8 H8AC 109.5 . . ?
H8A C8 H8AC 109.5 . . ?
H8AB C8 H8AC 109.5 . . ?
C10 C9 Co1 114.8(8) . . ?
C10 C9 H9A 108.6 . . ?
Co1 C9 H9A 108.6 . . ?
C10 C9 H9AB 108.6 . . ?
Co1 C9 H9AB 108.6 . . ?
H9A C9 H9AB 107.5 . . ?
C11 C10 C9 112.3(10) . . ?
C11 C10 H10A 109.1 . . ?
C9 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.9 . . ?
N5 C11 C10 174.0(15) . . ?
C17 C12 C13 123.9(18) . . ?
C17 C12 N6 117(2) . . ?
C13 C12 N6 119(2) . . ?
C14 C13 C12 119.2(19) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C14 C15 115.4(19) . . ?
C13 C14 H14 122.3 . . ?
C15 C14 H14 122.3 . . ?
C16 C15 C14 127(2) . . ?
C16 C15 O7 125.4(19) . . ?
C14 C15 O7 108(2) . . ?
C15 C16 C18 117(2) . . ?
C15 C16 C17 117.7(18) . . ?
C18 C16 C17 125(2) . . ?
C12 C17 C16 116.9(18) . . ?
C12 C17 H17 121.6 . . ?
C16 C17 H17 121.6 . . ?
C19 C18 C16 119.3(16) . . ?
C19 C18 H18 120.3 . . ?
C16 C18 H18 120.3 . . ?
C18 C19 C20 126.7(15) . . ?
C18 C19 H19 116.7 . . ?
C20 C19 H19 116.7 . . ?
N7 C20 O7 110.0(13) . . ?
N7 C20 C19 113.6(13) . . ?
O7 C20 C19 110.4(12) . . ?
N7 C20 C21 102.2(11) . . ?
O7 C20 C21 106.1(13) . . ?
C19 C20 C21 114.0(13) . . ?
C24 C21 C23 108.4(11) . . ?
C24 C21 C22 114.2(11) . . ?
C23 C21 C22 109.6(11) . . ?
C24 C21 C20 100.6(11) . . ?
C23 C21 C20 110.3(12) . . ?
C22 C21 C20 113.4(12) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C29 C24 C25 122.5(12) . . ?
C29 C24 C21 107.5(12) . . ?
C25 C24 C21 130.0(12) . . ?
C24 C25 C26 117.0(11) . . ?
C24 C25 H25 121.5 . . ?
C26 C25 H25 121.5 . . ?
C25 C26 C27 119.2(12) . . ?
C25 C26 H26 120.4 . . ?
C27 C26 H26 120.4 . . ?
C28 C27 C26 122.5(13) . . ?
C28 C27 H27 118.8 . . ?
C26 C27 H27 118.8 . . ?
C27 C28 C29 117.8(13) . . ?
C27 C28 H28 121.1 . . ?
C29 C28 H28 121.1 . . ?
C24 C29 C28 120.7(13) . . ?
C24 C29 N7 110.5(11) . . ?
C28 C29 N7 128.7(13) . . ?
N7 C30 C31 109.8(9) . . ?
N7 C30 H30A 109.7 . . ?
C31 C30 H30A 109.7 . . ?
N7 C30 H30B 109.7 . . ?
C31 C30 H30B 109.7 . . ?
H30A C30 H30B 108.2 . . ?
O8 C31 C30 109.8(10) . . ?
O8 C31 H31A 109.7 . . ?
C30 C31 H31A 109.7 . . ?
O8 C31 H31B 109.7 . . ?
C30 C31 H31B 109.7 . . ?
H31A C31 H31B 108.2 . . ?
O9 C32 O8 127.4(13) . . ?
O9 C32 C33 122.9(11) . . ?
O8 C32 C33 109.5(12) . . ?
C34 C33 C37 116.4(10) . . ?
C34 C33 C32 118.6(11) . . ?
C37 C33 C32 124.9(11) . . ?
C35 C34 C33 120.4(10) . . ?
C35 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C34 C35 N8 122.9(10) . . ?
C34 C35 H35 118.5 . . ?
N8 C35 H35 118.5 . . ?
N8 C36 C37 119.7(9) . . ?
N8 C36 H36 120.1 . . ?
C37 C36 H36 120.1 . . ?
C36 C37 C33 122.1(10) . . ?
C36 C37 H37 119.0 . . ?
C33 C37 H37 119.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Co1 N2 C2 -1.4(7) . . . . ?
N3 Co1 N2 C2 178.7(7) . . . . ?
C9 Co1 N2 C2 -92.0(8) . . . . ?
N8 Co1 N2 C2 88.5(8) . . . . ?
N1 Co1 N2 O2 177.9(7) . . . . ?
N3 Co1 N2 O2 -2.0(7) . . . . ?
C9 Co1 N2 O2 87.3(7) . . . . ?
N8 Co1 N2 O2 -92.2(7) . . . . ?
N1 Co1 N4 O4 1.9(8) . . . . ?
N3 Co1 N4 O4 -178.2(8) . . . . ?
C9 Co1 N4 O4 92.3(8) . . . . ?
N8 Co1 N4 O4 -88.2(7) . . . . ?
N1 Co1 N4 C4 176.3(8) . . . . ?
N3 Co1 N4 C4 -3.8(8) . . . . ?
C9 Co1 N4 C4 -93.4(8) . . . . ?
N8 Co1 N4 C4 86.1(8) . . . . ?
O1 N1 C1 C5 0.9(16) . . . . ?
Co1 N1 C1 C5 -178.7(8) . . . . ?
O1 N1 C1 C2 179.2(7) . . . . ?
Co1 N1 C1 C2 -0.4(12) . . . . ?
O2 N2 C2 C6 3.3(15) . . . . ?
Co1 N2 C2 C6 -177.4(7) . . . . ?
O2 N2 C2 C1 -177.8(7) . . . . ?
Co1 N2 C2 C1 1.6(11) . . . . ?
N1 C1 C2 N2 -0.8(13) . . . . ?
C5 C1 C2 N2 177.6(9) . . . . ?
N1 C1 C2 C6 178.2(10) . . . . ?
C5 C1 C2 C6 -3.4(16) . . . . ?
O3 N3 C3 C7 -1.1(16) . . . . ?
Co1 N3 C3 C7 177.3(8) . . . . ?
O3 N3 C3 C4 -177.9(8) . . . . ?
Co1 N3 C3 C4 0.5(12) . . . . ?
O4 N4 C4 C3 179.9(8) . . . . ?
Co1 N4 C4 C3 5.3(12) . . . . ?
O4 N4 C4 C8 -2.9(15) . . . . ?
Co1 N4 C4 C8 -177.6(7) . . . . ?
N3 C3 C4 N4 -3.7(14) . . . . ?
C7 C3 C4 N4 179.6(10) . . . . ?
N3 C3 C4 C8 179.3(9) . . . . ?
C7 C3 C4 C8 2.5(17) . . . . ?
Co1 C9 C10 C11 179.8(9) . . . . ?
O5 N6 C12 C17 -179.3(13) . . . . ?
O6 N6 C12 C17 -0.3(17) . . . . ?
O5 N6 C12 C13 -1.8(18) . . . . ?
O6 N6 C12 C13 177.2(11) . . . . ?
C17 C12 C13 C14 -2(2) . . . . ?
N6 C12 C13 C14 -179.0(11) . . . . ?
C12 C13 C14 C15 1.5(19) . . . . ?
C13 C14 C15 C16 -1(2) . . . . ?
C13 C14 C15 O7 -179.0(11) . . . . ?
C20 O7 C15 C16 9.1(19) . . . . ?
C20 O7 C15 C14 -173.3(11) . . . . ?
C14 C15 C16 C18 -175.0(13) . . . . ?
O7 C15 C16 C18 2.1(19) . . . . ?
C14 C15 C16 C17 1(2) . . . . ?
O7 C15 C16 C17 178.4(11) . . . . ?
C13 C12 C17 C16 1.5(19) . . . . ?
N6 C12 C17 C16 178.9(9) . . . . ?
C15 C16 C17 C12 -1.3(17) . . . . ?
C18 C16 C17 C12 174.8(12) . . . . ?
C15 C16 C18 C19 -4.4(18) . . . . ?
C17 C16 C18 C19 179.6(11) . . . . ?
C16 C18 C19 C20 -5(2) . . . . ?
C29 N7 C20 O7 81.7(13) . . . . ?
C30 N7 C20 O7 -61.9(16) . . . . ?
C29 N7 C20 C19 -154.0(12) . . . . ?
C30 N7 C20 C19 62.4(19) . . . . ?
C29 N7 C20 C21 -30.7(15) . . . . ?
C30 N7 C20 C21 -174.3(11) . . . . ?
C15 O7 C20 N7 110.3(12) . . . . ?
C15 O7 C20 C19 -15.8(16) . . . . ?
C15 O7 C20 C21 -139.9(11) . . . . ?
C18 C19 C20 N7 -109.3(17) . . . . ?
C18 C19 C20 O7 14.7(19) . . . . ?
C18 C19 C20 C21 134.1(15) . . . . ?
N7 C20 C21 C24 29.1(15) . . . . ?
O7 C20 C21 C24 -86.1(12) . . . . ?
C19 C20 C21 C24 152.1(13) . . . . ?
N7 C20 C21 C23 -85.2(13) . . . . ?
O7 C20 C21 C23 159.6(10) . . . . ?
C19 C20 C21 C23 37.8(17) . . . . ?
N7 C20 C21 C22 151.5(12) . . . . ?
O7 C20 C21 C22 36.2(14) . . . . ?
C19 C20 C21 C22 -85.6(17) . . . . ?
C23 C21 C24 C29 97.0(12) . . . . ?
C22 C21 C24 C29 -140.4(12) . . . . ?
C20 C21 C24 C29 -18.7(14) . . . . ?
C23 C21 C24 C25 -82.4(17) . . . . ?
C22 C21 C24 C25 40(2) . . . . ?
C20 C21 C24 C25 161.9(14) . . . . ?
C29 C24 C25 C26 -3.0(18) . . . . ?
C21 C24 C25 C26 176.4(12) . . . . ?
C24 C25 C26 C27 1.6(17) . . . . ?
C25 C26 C27 C28 -2(2) . . . . ?
C26 C27 C28 C29 3.7(19) . . . . ?
C25 C24 C29 C28 4.7(17) . . . . ?
C21 C24 C29 C28 -174.7(11) . . . . ?
C25 C24 C29 N7 -179.4(11) . . . . ?
C21 C24 C29 N7 1.1(13) . . . . ?
C27 C28 C29 C24 -4.9(16) . . . . ?
C27 C28 C29 N7 -179.9(12) . . . . ?
C20 N7 C29 C24 20.0(15) . . . . ?
C30 N7 C29 C24 162.5(10) . . . . ?
C20 N7 C29 C28 -164.6(12) . . . . ?
C30 N7 C29 C28 -22.1(17) . . . . ?
C29 N7 C30 C31 100.7(12) . . . . ?
C20 N7 C30 C31 -119.9(13) . . . . ?
C32 O8 C31 C30 91.5(11) . . . . ?
N7 C30 C31 O8 179.3(9) . . . . ?
C31 O8 C32 O9 4.2(17) . . . . ?
C31 O8 C32 C33 -171.3(9) . . . . ?
O9 C32 C33 C34 6.0(17) . . . . ?
O8 C32 C33 C34 -178.2(9) . . . . ?
O9 C32 C33 C37 -171.7(12) . . . . ?
O8 C32 C33 C37 4.0(14) . . . . ?
C37 C33 C34 C35 2.6(15) . . . . ?
C32 C33 C34 C35 -175.3(10) . . . . ?
C33 C34 C35 N8 -1.7(16) . . . . ?
C36 N8 C35 C34 -0.8(14) . . . . ?
Co1 N8 C35 C34 177.7(8) . . . . ?
C35 N8 C36 C37 2.2(13) . . . . ?
Co1 N8 C36 C37 -176.3(7) . . . . ?
N8 C36 C37 C33 -1.2(15) . . . . ?
C34 C33 C37 C36 -1.2(15) . . . . ?
C32 C33 C37 C36 176.6(10) . . . . ?

_refine_diff_density_max         0.283
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.059

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_III-initial
_database_code_depnum_ccdc_archive 'CCDC 1849075'
_audit_update_record             
;
2018-06-13 deposited with the CCDC.
2018-07-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
"(2-(3',3'-dimethyl-6-nitrospiro[chromene-2,2'-indolin]-1'-yl)ethyl isonicotinate)(2-cyanoethyl)bis(dimethylglyoximato)cobalt(III)"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H41 Co N8 O9'
_chemical_formula_sum            'C37 H41 Co N8 O9'
_chemical_formula_weight         800.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0045 0.0021 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0084 0.0043 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0143 0.0077 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3475 1.1673 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.2378(7)
_cell_length_b                   16.8515(10)
_cell_length_c                   27.139(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.961(5)
_cell_angle_gamma                90
_cell_volume                     3731.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    11712
_cell_measurement_theta_min      1.57
_cell_measurement_theta_max      28.25

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_F_000             1672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.042
_exptl_crystal_size_mid          0.012
_exptl_crystal_size_min          0.008
_exptl_absorpt_coefficient_mu    0.679
_shelx_estimated_absorpt_T_min   0.972
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_process_details   'Absorption was corrected by ABSCOR'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.78344
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Synchrotron radiation SPring-8 BL40XU'
_diffrn_radiation_monochromator  'Si(111) Channel Cut'
_diffrn_measurement_device_type  'Rigaku Saturn 724'
_diffrn_measurement_method       'Oscillation Photograph'
_diffrn_detector_area_resol_mean 29
_diffrn_reflns_number            20202
_diffrn_reflns_av_unetI/netI     0.0942
_diffrn_reflns_av_R_equivalents  0.0762
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.572
_diffrn_reflns_theta_max         28.158
_diffrn_reflns_theta_full        28.038
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             6644
_reflns_number_gt                4043
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'PROCESS-AUTO (Rigaku, 1998)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0812P)²+4.9130P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6644
_refine_ls_number_parameters     510
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1190
_refine_ls_R_factor_gt           0.0628
_refine_ls_wR_factor_ref         0.1994
_refine_ls_wR_factor_gt          0.1501
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.35476(8) 0.00359(3) 0.36187(2) 0.0345(2) Uani 1 1 d . . . . .
H1 H 0.262(11) 0.068(5) 0.273(3) 0.14(3) Uiso 1 1 d . . . . .
C1 C 0.6229(6) 0.0899(3) 0.34563(18) 0.0395(11) Uani 1 1 d . . . . .
O1 O 0.4149(4) 0.10018(19) 0.28052(12) 0.0465(9) Uani 1 1 d . . . . .
N1 N 0.4757(5) 0.0708(2) 0.32549(14) 0.0380(9) Uani 1 1 d . . . . .
O2 O 0.5745(5) -0.0348(2) 0.44860(12) 0.0478(9) Uani 1 1 d . . . . .
H2 H 0.449(8) -0.067(4) 0.450(2) 0.075(18) Uiso 1 1 d . . . . .
C2 C 0.6675(6) 0.0532(3) 0.39416(18) 0.0422(12) Uani 1 1 d . . . . .
N2 N 0.5542(5) 0.0060(2) 0.40609(14) 0.0373(9) Uani 1 1 d . . . . .
N3 N 0.2368(5) -0.0649(2) 0.39790(14) 0.0390(10) Uani 1 1 d . . . . .
O3 O 0.2983(5) -0.0951(2) 0.44270(12) 0.0497(9) Uani 1 1 d . . . . .
C3 C 0.0874(6) -0.0840(3) 0.37831(18) 0.0417(12) Uani 1 1 d . . . . .
N4 N 0.1574(5) -0.0012(2) 0.31735(14) 0.0351(9) Uani 1 1 d . . . . .
O4 O 0.1366(4) 0.0385(2) 0.27391(12) 0.0443(9) Uani 1 1 d . . . . .
C4 C 0.0426(6) -0.0458(3) 0.32986(18) 0.0387(11) Uani 1 1 d . . . . .
N5 N 0.5055(7) -0.2191(3) 0.23157(19) 0.0694(15) Uani 1 1 d . . . . .
O5 O 1.1128(5) 0.2667(3) 0.70090(17) 0.0733(13) Uani 1 1 d . . . . .
C5 C 0.7350(7) 0.1439(3) 0.3217(2) 0.0533(14) Uani 1 1 d . . . . .
H5A H 0.812593 0.111949 0.305788 0.080 Uiso 1 1 calc R U . . .
H5AB H 0.795510 0.178077 0.347080 0.080 Uiso 1 1 calc R U . . .
H5AC H 0.669836 0.176867 0.296526 0.080 Uiso 1 1 calc R U . . .
O6 O 0.9006(5) 0.2105(2) 0.72385(16) 0.0686(12) Uani 1 1 d . . . . .
C6 C 0.8275(6) 0.0666(3) 0.4273(2) 0.0556(15) Uani 1 1 d . . . . .
H6A H 0.823591 0.041034 0.459562 0.083 Uiso 1 1 calc R U . . .
H6AB H 0.845825 0.123662 0.432209 0.083 Uiso 1 1 calc R U . . .
H6AC H 0.917251 0.043718 0.411715 0.083 Uiso 1 1 calc R U . . .
N6 N 0.9629(7) 0.2637(3) 0.70315(17) 0.0551(12) Uani 1 1 d . . . . .
O7 O 0.5788(5) 0.5072(2) 0.61376(14) 0.0550(10) Uani 1 1 d . . . . .
C7 C -0.0211(7) -0.1384(3) 0.4014(2) 0.0561(15) Uani 1 1 d . . . . .
H7A H -0.111355 -0.108181 0.412296 0.084 Uiso 1 1 calc R U . . .
H7AB H 0.041720 -0.164619 0.430203 0.084 Uiso 1 1 calc R U . . .
H7AC H -0.065599 -0.178563 0.377097 0.084 Uiso 1 1 calc R U . . .
N7 N 0.3178(6) 0.5112(2) 0.56865(16) 0.0494(11) Uani 1 1 d . . . . .
N8 N 0.2702(5) 0.1016(2) 0.39611(13) 0.0354(9) Uani 1 1 d . . . . .
O8 O 0.1713(5) 0.3197(2) 0.51045(14) 0.0570(10) Uani 1 1 d . . . . .
C8 C -0.1201(6) -0.0564(3) 0.2986(2) 0.0490(13) Uani 1 1 d . . . . .
H8A H -0.207405 -0.040545 0.317730 0.074 Uiso 1 1 calc R U . . .
H8AB H -0.134542 -0.112209 0.288898 0.074 Uiso 1 1 calc R U . . .
H8AC H -0.125170 -0.023318 0.268731 0.074 Uiso 1 1 calc R U . . .
O9 O 0.1202(5) 0.3801(2) 0.43630(15) 0.0648(11) Uani 1 1 d . . . . .
C9 C 0.4359(6) -0.0917(3) 0.32773(16) 0.0414(12) Uani 1 1 d . . . . .
H9A H 0.551318 -0.101475 0.342125 0.050 Uiso 1 1 calc R U . . .
H9AB H 0.371331 -0.138447 0.335570 0.050 Uiso 1 1 calc R U . . .
C10 C 0.4277(7) -0.0863(3) 0.27140(19) 0.0499(13) Uani 1 1 d . . . . .
H10A H 0.314655 -0.072061 0.256808 0.060 Uiso 1 1 calc R U . . .
H10B H 0.501405 -0.043293 0.263252 0.060 Uiso 1 1 calc R U . . .
C11 C 0.4740(7) -0.1598(3) 0.2488(2) 0.0508(13) Uani 1 1 d . . . . .
C12 C 0.8612(7) 0.3271(3) 0.67997(18) 0.0455(13) Uani 1 1 d . . . . .
C13 C 0.9290(7) 0.3834(3) 0.65269(19) 0.0486(13) Uani 1 1 d . . . . .
H13 H 1.041844 0.380284 0.648961 0.058 Uiso 1 1 calc R U . . .
C14 C 0.8346(7) 0.4442(3) 0.63072(19) 0.0490(13) Uani 1 1 d . . . . .
H14 H 0.880271 0.483168 0.611429 0.059 Uiso 1 1 calc R U . . .
C15 C 0.6707(7) 0.4473(3) 0.63736(17) 0.0435(12) Uani 1 1 d . . . . .
C19 C 0.3452(7) 0.4625(3) 0.6536(2) 0.0530(14) Uani 1 1 d . . . . .
H19 H 0.237601 0.470309 0.661520 0.064 Uiso 1 1 calc R U . . .
C18 C 0.4297(7) 0.4021(3) 0.6753(2) 0.0523(14) Uani 1 1 d . . . . .
H18 H 0.381183 0.366438 0.696039 0.063 Uiso 1 1 calc R U . . .
C17 C 0.6989(7) 0.3296(3) 0.68756(19) 0.0477(13) Uani 1 1 d . . . . .
H17 H 0.655197 0.289833 0.706778 0.057 Uiso 1 1 calc R U . . .
C16 C 0.6002(7) 0.3917(3) 0.66643(19) 0.0469(13) Uani 1 1 d . . . . .
C20 C 0.4030(6) 0.5187(3) 0.61823(19) 0.0443(12) Uani 1 1 d . . . . .
C21 C 0.3871(6) 0.6085(3) 0.63057(18) 0.0425(12) Uani 1 1 d . . . . .
C22 C 0.5355(8) 0.6403(4) 0.6641(2) 0.0693(18) Uani 1 1 d . . . . .
H22A H 0.549234 0.611143 0.695685 0.104 Uiso 1 1 calc R U . . .
H22B H 0.519669 0.696783 0.670557 0.104 Uiso 1 1 calc R U . . .
H22C H 0.633584 0.633438 0.647825 0.104 Uiso 1 1 calc R U . . .
C23 C 0.2290(7) 0.6229(3) 0.6536(2) 0.0573(15) Uani 1 1 d . . . . .
H23A H 0.210049 0.680102 0.655998 0.086 Uiso 1 1 calc R U . . .
H23B H 0.240156 0.599292 0.686887 0.086 Uiso 1 1 calc R U . . .
H23C H 0.136073 0.598486 0.632531 0.086 Uiso 1 1 calc R U . . .
C24 C 0.3634(6) 0.6446(3) 0.57901(18) 0.0419(12) Uani 1 1 d . . . . .
C25 C 0.3714(7) 0.7218(3) 0.5633(2) 0.0550(14) Uani 1 1 d . . . . .
H25 H 0.401514 0.763102 0.586640 0.066 Uiso 1 1 calc R U . . .
C26 C 0.3347(8) 0.7387(4) 0.5129(2) 0.0669(17) Uani 1 1 d . . . . .
H26 H 0.341186 0.791738 0.501486 0.080 Uiso 1 1 calc R U . . .
C27 C 0.2893(8) 0.6788(4) 0.4798(2) 0.0679(18) Uani 1 1 d . . . . .
H27 H 0.262716 0.691267 0.445444 0.081 Uiso 1 1 calc R U . . .
C28 C 0.2810(7) 0.6006(4) 0.4949(2) 0.0620(16) Uani 1 1 d . . . . .
H28 H 0.249425 0.559385 0.471644 0.074 Uiso 1 1 calc R U . . .
C29 C 0.3196(6) 0.5848(3) 0.54439(18) 0.0455(12) Uani 1 1 d . . . . .
C30 C 0.3243(7) 0.4362(3) 0.5421(2) 0.0570(15) Uani 1 1 d . . . . .
H30A H 0.404731 0.400394 0.561355 0.068 Uiso 1 1 calc R U . . .
H30B H 0.360888 0.446006 0.509384 0.068 Uiso 1 1 calc R U . . .
C31 C 0.1577(7) 0.3971(3) 0.5346(2) 0.0593(15) Uani 1 1 d . . . . .
H31A H 0.117878 0.389816 0.567044 0.071 Uiso 1 1 calc R U . . .
H31B H 0.078371 0.431155 0.513440 0.071 Uiso 1 1 calc R U . . .
C32 C 0.1539(6) 0.3227(3) 0.4612(2) 0.0493(13) Uani 1 1 d . . . . .
C33 C 0.1865(6) 0.2418(3) 0.44009(19) 0.0425(12) Uani 1 1 d . . . . .
C34 C 0.1606(6) 0.2337(3) 0.38918(18) 0.0426(12) Uani 1 1 d . . . . .
H34 H 0.114611 0.275684 0.368424 0.051 Uiso 1 1 calc R U . . .
C35 C 0.2029(6) 0.1633(3) 0.36931(18) 0.0387(11) Uani 1 1 d . . . . .
H35 H 0.183474 0.157615 0.334156 0.046 Uiso 1 1 calc R U . . .
C36 C 0.2904(6) 0.1088(3) 0.44533(17) 0.0388(11) Uani 1 1 d . . . . .
H36 H 0.333773 0.065229 0.465180 0.047 Uiso 1 1 calc R U . . .
C37 C 0.2501(6) 0.1781(3) 0.46871(18) 0.0442(12) Uani 1 1 d . . . . .
H37 H 0.266147 0.181717 0.503984 0.053 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N3 1.870(4) . ?
Co1 N1 1.877(4) . ?
Co1 N4 1.889(4) . ?
Co1 N2 1.896(4) . ?
Co1 C9 2.014(5) . ?
Co1 N8 2.062(4) . ?
C1 N1 1.299(6) . ?
C1 C2 1.455(7) . ?
C1 C5 1.507(7) . ?
O1 N1 1.348(5) . ?
O1 H1 1.37(9) . ?
O2 N2 1.333(5) . ?
O2 H2 1.17(7) . ?
C2 N2 1.301(6) . ?
C2 C6 1.506(7) . ?
N3 C3 1.311(6) . ?
N3 O3 1.351(5) . ?
O3 H2 1.32(7) . ?
C3 C4 1.465(7) . ?
C3 C7 1.479(7) . ?
N4 C4 1.289(6) . ?
N4 O4 1.346(5) . ?
O4 H1 1.14(9) . ?
C4 C8 1.495(6) . ?
N5 C11 1.149(7) . ?
O5 N6 1.246(6) . ?
C5 H5A 0.9800 . ?
C5 H5AB 0.9800 . ?
C5 H5AC 0.9800 . ?
O6 N6 1.210(6) . ?
C6 H6A 0.9800 . ?
C6 H6AB 0.9800 . ?
C6 H6AC 0.9800 . ?
N6 C12 1.446(6) . ?
O7 C15 1.367(6) . ?
O7 C20 1.483(6) . ?
C7 H7A 0.9800 . ?
C7 H7AB 0.9800 . ?
C7 H7AC 0.9800 . ?
N7 C29 1.405(7) . ?
N7 C20 1.434(6) . ?
N7 C30 1.460(6) . ?
N8 C36 1.329(6) . ?
N8 C35 1.344(6) . ?
O8 C32 1.325(6) . ?
O8 C31 1.471(6) . ?
C8 H8A 0.9800 . ?
C8 H8AB 0.9800 . ?
C8 H8AC 0.9800 . ?
O9 C32 1.190(6) . ?
C9 C10 1.523(7) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 C11 1.455(7) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C12 C13 1.369(7) . ?
C12 C17 1.381(7) . ?
C13 C14 1.372(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.402(7) . ?
C19 C18 1.324(7) . ?
C19 C20 1.473(7) . ?
C19 H19 0.9500 . ?
C18 C16 1.467(8) . ?
C18 H18 0.9500 . ?
C17 C16 1.399(7) . ?
C17 H17 0.9500 . ?
C20 C21 1.559(7) . ?
C21 C24 1.513(7) . ?
C21 C22 1.518(7) . ?
C21 C23 1.540(8) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.374(7) . ?
C24 C29 1.391(7) . ?
C25 C26 1.389(8) . ?
C25 H25 0.9500 . ?
C26 C27 1.370(9) . ?
C26 H26 0.9500 . ?
C27 C28 1.386(9) . ?
C27 H27 0.9500 . ?
C28 C29 1.363(7) . ?
C28 H28 0.9500 . ?
C30 C31 1.511(8) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.517(7) . ?
C33 C34 1.375(7) . ?
C33 C37 1.385(7) . ?
C34 C35 1.369(7) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 C37 1.392(7) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Co1 N1 178.96(17) . . ?
N3 Co1 N4 81.05(17) . . ?
N1 Co1 N4 99.32(17) . . ?
N3 Co1 N2 98.63(17) . . ?
N1 Co1 N2 80.99(17) . . ?
N4 Co1 N2 178.69(16) . . ?
N3 Co1 C9 88.75(19) . . ?
N1 Co1 C9 90.28(19) . . ?
N4 Co1 C9 89.03(18) . . ?
N2 Co1 C9 89.70(18) . . ?
N3 Co1 N8 91.49(16) . . ?
N1 Co1 N8 89.48(16) . . ?
N4 Co1 N8 90.44(15) . . ?
N2 Co1 N8 90.84(15) . . ?
C9 Co1 N8 179.38(17) . . ?
N1 C1 C2 112.3(4) . . ?
N1 C1 C5 124.0(4) . . ?
C2 C1 C5 123.7(4) . . ?
N1 O1 H1 102(4) . . ?
C1 N1 O1 119.9(4) . . ?
C1 N1 Co1 117.4(3) . . ?
O1 N1 Co1 122.7(3) . . ?
N2 O2 H2 105(3) . . ?
N2 C2 C1 112.6(4) . . ?
N2 C2 C6 122.8(5) . . ?
C1 C2 C6 124.6(5) . . ?
C2 N2 O2 121.5(4) . . ?
C2 N2 Co1 116.4(3) . . ?
O2 N2 Co1 122.0(3) . . ?
C3 N3 O3 119.1(4) . . ?
C3 N3 Co1 117.8(3) . . ?
O3 N3 Co1 123.1(3) . . ?
N3 O3 H2 103(3) . . ?
N3 C3 C4 111.2(4) . . ?
N3 C3 C7 124.7(5) . . ?
C4 C3 C7 124.2(5) . . ?
C4 N4 O4 120.8(4) . . ?
C4 N4 Co1 117.0(3) . . ?
O4 N4 Co1 122.2(3) . . ?
N4 O4 H1 103(4) . . ?
N4 C4 C3 113.0(4) . . ?
N4 C4 C8 123.6(5) . . ?
C3 C4 C8 123.4(5) . . ?
C1 C5 H5A 109.5 . . ?
C1 C5 H5AB 109.5 . . ?
H5A C5 H5AB 109.5 . . ?
C1 C5 H5AC 109.5 . . ?
H5A C5 H5AC 109.5 . . ?
H5AB C5 H5AC 109.5 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6AB 109.5 . . ?
H6A C6 H6AB 109.5 . . ?
C2 C6 H6AC 109.5 . . ?
H6A C6 H6AC 109.5 . . ?
H6AB C6 H6AC 109.5 . . ?
O6 N6 O5 122.6(5) . . ?
O6 N6 C12 119.5(5) . . ?
O5 N6 C12 117.9(5) . . ?
C15 O7 C20 122.9(4) . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7AB 109.5 . . ?
H7A C7 H7AB 109.5 . . ?
C3 C7 H7AC 109.5 . . ?
H7A C7 H7AC 109.5 . . ?
H7AB C7 H7AC 109.5 . . ?
C29 N7 C20 109.0(4) . . ?
C29 N7 C30 122.0(4) . . ?
C20 N7 C30 119.5(4) . . ?
C36 N8 C35 117.3(4) . . ?
C36 N8 Co1 121.5(3) . . ?
C35 N8 Co1 121.0(3) . . ?
C32 O8 C31 114.3(4) . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8AB 109.5 . . ?
H8A C8 H8AB 109.5 . . ?
C4 C8 H8AC 109.5 . . ?
H8A C8 H8AC 109.5 . . ?
H8AB C8 H8AC 109.5 . . ?
C10 C9 Co1 116.3(3) . . ?
C10 C9 H9A 108.2 . . ?
Co1 C9 H9A 108.2 . . ?
C10 C9 H9AB 108.2 . . ?
Co1 C9 H9AB 108.2 . . ?
H9A C9 H9AB 107.4 . . ?
C11 C10 C9 113.2(4) . . ?
C11 C10 H10A 108.9 . . ?
C9 C10 H10A 108.9 . . ?
C11 C10 H10B 108.9 . . ?
C9 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
N5 C11 C10 177.4(6) . . ?
C13 C12 C17 122.4(5) . . ?
C13 C12 N6 119.4(5) . . ?
C17 C12 N6 118.2(5) . . ?
C12 C13 C14 120.2(5) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C13 C14 C15 118.4(5) . . ?
C13 C14 H14 120.8 . . ?
C15 C14 H14 120.8 . . ?
O7 C15 C14 117.0(5) . . ?
O7 C15 C16 120.8(5) . . ?
C14 C15 C16 122.3(5) . . ?
C18 C19 C20 125.9(6) . . ?
C18 C19 H19 117.1 . . ?
C20 C19 H19 117.1 . . ?
C19 C18 C16 118.4(5) . . ?
C19 C18 H18 120.8 . . ?
C16 C18 H18 120.8 . . ?
C12 C17 C16 118.8(5) . . ?
C12 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?
C17 C16 C15 117.9(5) . . ?
C17 C16 C18 122.6(5) . . ?
C15 C16 C18 119.5(5) . . ?
N7 C20 C19 113.2(4) . . ?
N7 C20 O7 105.5(4) . . ?
C19 C20 O7 112.1(4) . . ?
N7 C20 C21 104.0(4) . . ?
C19 C20 C21 116.1(4) . . ?
O7 C20 C21 104.9(4) . . ?
C24 C21 C22 113.8(4) . . ?
C24 C21 C23 107.7(4) . . ?
C22 C21 C23 110.9(5) . . ?
C24 C21 C20 101.3(4) . . ?
C22 C21 C20 112.7(4) . . ?
C23 C21 C20 109.9(4) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C29 119.7(5) . . ?
C25 C24 C21 131.4(5) . . ?
C29 C24 C21 108.8(4) . . ?
C24 C25 C26 119.1(5) . . ?
C24 C25 H25 120.5 . . ?
C26 C25 H25 120.5 . . ?
C27 C26 C25 119.9(6) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C27 C28 121.7(6) . . ?
C26 C27 H27 119.1 . . ?
C28 C27 H27 119.1 . . ?
C29 C28 C27 117.6(6) . . ?
C29 C28 H28 121.2 . . ?
C27 C28 H28 121.2 . . ?
C28 C29 C24 121.9(5) . . ?
C28 C29 N7 128.2(5) . . ?
C24 C29 N7 110.0(4) . . ?
N7 C30 C31 110.4(4) . . ?
N7 C30 H30A 109.6 . . ?
C31 C30 H30A 109.6 . . ?
N7 C30 H30B 109.6 . . ?
C31 C30 H30B 109.6 . . ?
H30A C30 H30B 108.1 . . ?
O8 C31 C30 108.8(4) . . ?
O8 C31 H31A 109.9 . . ?
C30 C31 H31A 109.9 . . ?
O8 C31 H31B 109.9 . . ?
C30 C31 H31B 109.9 . . ?
H31A C31 H31B 108.3 . . ?
O9 C32 O8 126.0(5) . . ?
O9 C32 C33 123.7(5) . . ?
O8 C32 C33 110.3(5) . . ?
C34 C33 C37 118.7(4) . . ?
C34 C33 C32 117.3(4) . . ?
C37 C33 C32 123.9(5) . . ?
C35 C34 C33 118.0(4) . . ?
C35 C34 H34 121.0 . . ?
C33 C34 H34 121.0 . . ?
N8 C35 C34 124.5(4) . . ?
N8 C35 H35 117.8 . . ?
C34 C35 H35 117.8 . . ?
N8 C36 C37 122.0(4) . . ?
N8 C36 H36 119.0 . . ?
C37 C36 H36 119.0 . . ?
C33 C37 C36 119.4(4) . . ?
C33 C37 H37 120.3 . . ?
C36 C37 H37 120.3 . . ?

_refine_diff_density_max         0.453
_refine_diff_density_min         -0.644
_refine_diff_density_rms         0.088

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_III-vis-irradiation
_database_code_depnum_ccdc_archive 'CCDC 1849076'
_audit_update_record             
;
2018-06-13 deposited with the CCDC.
2018-07-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
"(2-(3',3'-dimethyl-6-nitrospiro[chromene-2,2'-indolin]-1'-yl)ethyl isonicotinate)(1-cyanoethyl)bis(dimethylglyoximato)cobalt(III)"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H41 Co N8 O9'
_chemical_formula_sum            'C37 H41 Co N8 O9'
_chemical_formula_weight         800.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0045 0.0021 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0084 0.0043 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0143 0.0077 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3475 1.1673 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.3729(5)
_cell_length_b                   15.8749(10)
_cell_length_c                   27.9083(16)
_cell_angle_alpha                90
_cell_angle_beta                 94.283(4)
_cell_angle_gamma                90
_cell_volume                     3699.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7391
_cell_measurement_theta_min      2.15
_cell_measurement_theta_max      28.09

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_F_000             1672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.043
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.008
_exptl_absorpt_coefficient_mu    0.685
_shelx_estimated_absorpt_T_min   0.968
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.442
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_process_details   'Absorption was corrected by ABSCOR'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.78344
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Synchrotron radiation SPring-8 BL40XU'
_diffrn_radiation_monochromator  'Si(111) Channel Cut'
_diffrn_measurement_device_type  'Rigaku Saturn 724'
_diffrn_measurement_method       'Oscillation Photograph'
_diffrn_detector_area_resol_mean 29
_diffrn_reflns_number            19177
_diffrn_reflns_av_unetI/netI     0.1892
_diffrn_reflns_av_R_equivalents  0.1434
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.613
_diffrn_reflns_theta_max         28.159
_diffrn_reflns_theta_full        28.038
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             6641
_reflns_number_gt                2464
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1730P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6641
_refine_ls_number_parameters     511
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2174
_refine_ls_R_factor_gt           0.0924
_refine_ls_wR_factor_ref         0.3357
_refine_ls_wR_factor_gt          0.2383
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_restrained_S_all      0.936
_refine_ls_shift/su_max          0.060
_refine_ls_shift/su_mean         0.003

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.49574(12) -0.00924(7) 0.36315(3) 0.0878(5) Uani 1 1 d . . . . .
H1 H 0.414(8) 0.078(4) 0.282(2) 0.07(2) Uiso 1 1 d . . . . .
C1 C 0.7492(11) -0.0471(6) 0.3108(3) 0.094(2) Uani 1 1 d . . . . .
O1 O 0.5667(7) 0.0378(4) 0.26899(18) 0.1055(18) Uani 1 1 d . . . . .
N1 N 0.6156(10) -0.0060(4) 0.3088(2) 0.088(2) Uani 1 1 d . . . . .
O2 O 0.6826(7) -0.1094(4) 0.43085(18) 0.0984(17) Uani 1 1 d . . . . .
H2 H 0.548(12) -0.090(6) 0.454(3) 0.13(3) Uiso 1 1 d . . . . .
C2 C 0.7818(10) -0.0910(6) 0.3562(3) 0.089(2) Uani 1 1 d . . . . .
N2 N 0.6696(7) -0.0771(4) 0.3863(2) 0.0859(18) Uani 1 1 d . . . . .
O3 O 0.4200(7) -0.0585(4) 0.45664(18) 0.0968(17) Uani 1 1 d . . . . .
C3 C 0.2382(12) 0.0237(6) 0.4139(3) 0.097(3) Uani 1 1 d . . . . .
N3 N 0.3741(9) -0.0169(4) 0.4165(2) 0.0868(19) Uani 1 1 d . . . . .
N4 N 0.3196(8) 0.0562(5) 0.3397(2) 0.095(2) Uani 1 1 d . . . . .
O4 O 0.3091(8) 0.0934(4) 0.2960(2) 0.111(2) Uani 1 1 d . . . . .
C4 C 0.2044(9) 0.0662(6) 0.3684(3) 0.094(3) Uani 1 1 d . . . . .
N5 N 0.3039(15) -0.2223(7) 0.3983(4) 0.162(4) Uani 1 1 d . . . . .
O5 O 0.0980(9) 0.2713(4) 0.7359(2) 0.121(2) Uani 1 1 d . . . . .
C5 C 0.8535(11) -0.0517(6) 0.2692(3) 0.110(3) Uani 1 1 d . . . . .
H5A H 0.856916 -0.109864 0.257603 0.165 Uiso 1 1 calc R U . . .
H5AB H 0.962126 -0.033099 0.279727 0.165 Uiso 1 1 calc R U . . .
H5AC H 0.809411 -0.015053 0.243209 0.165 Uiso 1 1 calc R U . . .
N6 N 0.2485(12) 0.2759(5) 0.7410(3) 0.109(3) Uani 1 1 d . . . . .
C6 C 0.9207(11) -0.1451(6) 0.3701(3) 0.112(3) Uani 1 1 d . . . . .
H6A H 0.905062 -0.172214 0.400942 0.168 Uiso 1 1 calc R U . . .
H6AB H 1.018075 -0.110654 0.373163 0.168 Uiso 1 1 calc R U . . .
H6AC H 0.931288 -0.188305 0.345469 0.168 Uiso 1 1 calc R U . . .
O6 O 0.3241(9) 0.2405(5) 0.7728(3) 0.135(3) Uani 1 1 d . . . . .
N7 N 0.7506(8) 0.5026(5) 0.5701(2) 0.090(2) Uani 1 1 d . . . . .
O7 O 0.5360(7) 0.4901(4) 0.6161(2) 0.112(2) Uani 1 1 d . . . . .
C7 C 0.1298(11) 0.0244(7) 0.4546(3) 0.116(3) Uani 1 1 d . . . . .
H7A H 0.028788 0.052251 0.444067 0.175 Uiso 1 1 calc R U . . .
H7AB H 0.181910 0.054928 0.481954 0.175 Uiso 1 1 calc R U . . .
H7AC H 0.108203 -0.033681 0.464133 0.175 Uiso 1 1 calc R U . . .
C9 C 0.2976(14) -0.1155(8) 0.2917(4) 0.151(4) Uani 1 1 d . . . . .
H9A H 0.191898 -0.093902 0.298349 0.227 Uiso 1 1 calc R U . . .
H9AB H 0.286014 -0.171722 0.277309 0.227 Uiso 1 1 calc R U . . .
H9AC H 0.346614 -0.077520 0.269277 0.227 Uiso 1 1 calc R U . . .
O9 O 0.8025(9) 0.3896(5) 0.4309(2) 0.123(2) Uani 1 1 d . . . . .
N8 N 0.6065(7) 0.0962(4) 0.39067(19) 0.0787(18) Uani 1 1 d . . . . .
O8 O 0.8504(6) 0.3165(4) 0.4982(2) 0.1042(18) Uani 1 1 d . . . . .
C8 C 0.0606(11) 0.1171(7) 0.3555(3) 0.116(3) Uani 1 1 d . . . . .
H8A H 0.042422 0.156000 0.381830 0.174 Uiso 1 1 calc R U . . .
H8AB H -0.032297 0.079953 0.349869 0.174 Uiso 1 1 calc R U . . .
H8AC H 0.076120 0.149349 0.326262 0.174 Uiso 1 1 calc R U . . .
C10 C 0.3967(12) -0.1204(7) 0.3353(3) 0.115(3) Uani 1 1 d . . . . .
H10 H 0.493757 -0.148470 0.323810 0.138 Uiso 1 1 calc R U . . .
C11 C 0.3523(12) -0.1789(8) 0.3699(4) 0.117(3) Uani 1 1 d . . . . .
C13 C 0.2334(12) 0.3748(6) 0.6735(3) 0.104(3) Uani 1 1 d . . . . .
H13 H 0.120323 0.368028 0.670463 0.124 Uiso 1 1 calc R U . . .
C12 C 0.3202(12) 0.3306(6) 0.7079(3) 0.102(3) Uani 1 1 d . . . . .
C15 C 0.4715(10) 0.4360(7) 0.6473(3) 0.096(3) Uani 1 1 d . . . . .
C14 C 0.3032(12) 0.4294(6) 0.6427(3) 0.106(3) Uani 1 1 d . . . . .
H14 H 0.240479 0.461085 0.619339 0.127 Uiso 1 1 calc R U . . .
C19 C 0.8003(11) 0.4491(7) 0.6515(3) 0.115(3) Uani 1 1 d . . . . .
H19 H 0.913732 0.449033 0.651590 0.138 Uiso 1 1 calc R U . . .
C18 C 0.7354(10) 0.3957(7) 0.6809(3) 0.104(3) Uani 1 1 d . . . . .
H18 H 0.801892 0.361335 0.701912 0.124 Uiso 1 1 calc R U . . .
C17 C 0.4894(11) 0.3350(6) 0.7128(3) 0.101(3) Uani 1 1 d . . . . .
H17 H 0.549618 0.302628 0.736352 0.121 Uiso 1 1 calc R U . . .
C16 C 0.5673(10) 0.3899(6) 0.6810(3) 0.092(3) Uani 1 1 d . . . . .
C20 C 0.7106(10) 0.5099(6) 0.6180(3) 0.092(3) Uani 1 1 d . . . . .
C21 C 0.7330(10) 0.6032(6) 0.6316(3) 0.091(3) Uani 1 1 d . . . . .
C22 C 0.6158(10) 0.6337(7) 0.6671(3) 0.118(3) Uani 1 1 d . . . . .
H22A H 0.638225 0.605045 0.697998 0.176 Uiso 1 1 calc R U . . .
H22B H 0.506023 0.621062 0.654529 0.176 Uiso 1 1 calc R U . . .
H22C H 0.627750 0.694673 0.671702 0.176 Uiso 1 1 calc R U . . .
C23 C 0.9041(11) 0.6204(7) 0.6514(3) 0.112(3) Uani 1 1 d . . . . .
H23A H 0.927556 0.587645 0.680847 0.168 Uiso 1 1 calc R U . . .
H23B H 0.916683 0.680587 0.658636 0.168 Uiso 1 1 calc R U . . .
H23C H 0.978309 0.604152 0.627492 0.168 Uiso 1 1 calc R U . . .
C24 C 0.7085(9) 0.6417(7) 0.5818(3) 0.090(2) Uani 1 1 d . . . . .
C25 C 0.6829(10) 0.7243(7) 0.5686(3) 0.106(3) Uani 1 1 d . . . . .
H25 H 0.674612 0.767475 0.591888 0.127 Uiso 1 1 calc R U . . .
C26 C 0.6694(11) 0.7420(7) 0.5185(4) 0.111(3) Uani 1 1 d . . . . .
H26 H 0.648186 0.798171 0.508042 0.134 Uiso 1 1 calc R U . . .
C27 C 0.6857(10) 0.6816(8) 0.4855(3) 0.109(3) Uani 1 1 d . . . . .
H27 H 0.681902 0.696417 0.452405 0.131 Uiso 1 1 calc R U . . .
C28 C 0.7081(9) 0.5981(8) 0.4988(3) 0.101(3) Uani 1 1 d . . . . .
H28 H 0.713395 0.555021 0.475355 0.121 Uiso 1 1 calc R U . . .
C29 C 0.7223(8) 0.5800(6) 0.5465(3) 0.081(2) Uani 1 1 d . . . . .
C30 C 0.7283(10) 0.4232(6) 0.5446(3) 0.100(3) Uani 1 1 d . . . . .
H30A H 0.648076 0.430600 0.517005 0.120 Uiso 1 1 calc R U . . .
H30B H 0.687009 0.380408 0.566303 0.120 Uiso 1 1 calc R U . . .
C31 C 0.8831(10) 0.3928(6) 0.5267(3) 0.102(3) Uani 1 1 d . . . . .
H31A H 0.929076 0.436804 0.506705 0.123 Uiso 1 1 calc R U . . .
H31B H 0.961125 0.380434 0.554224 0.123 Uiso 1 1 calc R U . . .
C32 C 0.8004(10) 0.3257(7) 0.4523(4) 0.095(3) Uani 1 1 d . . . . .
C33 C 0.7423(10) 0.2441(6) 0.4313(3) 0.087(2) Uani 1 1 d . . . . .
C34 C 0.7082(9) 0.2367(6) 0.3829(3) 0.089(2) Uani 1 1 d . . . . .
H34 H 0.730558 0.282070 0.362207 0.107 Uiso 1 1 calc R U . . .
C35 C 0.6415(10) 0.1637(7) 0.3640(3) 0.090(3) Uani 1 1 d . . . . .
H35 H 0.618639 0.160567 0.330203 0.108 Uiso 1 1 calc R U . . .
C36 C 0.6443(9) 0.1034(6) 0.4386(3) 0.088(2) Uani 1 1 d . . . . .
H36 H 0.622991 0.056988 0.458631 0.106 Uiso 1 1 calc R U . . .
C37 C 0.7128(9) 0.1756(6) 0.4600(3) 0.086(2) Uani 1 1 d . . . . .
H37 H 0.738757 0.177682 0.493690 0.103 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N3 1.870(7) . ?
Co1 N1 1.881(7) . ?
Co1 N4 1.881(7) . ?
Co1 N2 1.886(6) . ?
Co1 N8 2.036(7) . ?
Co1 C10 2.076(10) . ?
C1 N1 1.292(10) . ?
C1 C2 1.454(11) . ?
C1 C5 1.505(10) . ?
O1 N1 1.348(8) . ?
O2 N2 1.342(7) . ?
O2 H2 1.37(11) . ?
C2 N2 1.326(9) . ?
C2 C6 1.474(12) . ?
O3 N3 1.332(8) . ?
O3 H2 1.19(11) . ?
C3 N3 1.305(11) . ?
C3 C4 1.447(12) . ?
C3 C7 1.505(10) . ?
N4 C4 1.309(9) . ?
N4 O4 1.352(8) . ?
O4 H1 1.02(7) . ?
C4 C8 1.472(12) . ?
N5 C11 1.148(12) . ?
O5 N6 1.260(9) . ?
C5 H5A 0.9800 . ?
C5 H5AB 0.9800 . ?
C5 H5AC 0.9800 . ?
N6 O6 1.191(10) . ?
N6 C12 1.432(11) . ?
C6 H6A 0.9800 . ?
C6 H6AB 0.9800 . ?
C6 H6AC 0.9800 . ?
N7 C29 1.406(10) . ?
N7 C20 1.408(9) . ?
N7 C30 1.453(10) . ?
O7 C15 1.364(10) . ?
O7 C20 1.492(10) . ?
C7 H7A 0.9800 . ?
C7 H7AB 0.9800 . ?
C7 H7AC 0.9800 . ?
C9 C10 1.423(12) . ?
C9 H9A 0.9800 . ?
C9 H9AB 0.9800 . ?
C9 H9AC 0.9800 . ?
O9 C32 1.178(10) . ?
N8 C35 1.349(10) . ?
N8 C36 1.356(9) . ?
O8 C32 1.327(10) . ?
O8 C31 1.464(10) . ?
C8 H8A 0.9800 . ?
C8 H8AB 0.9800 . ?
C8 H8AC 0.9800 . ?
C10 C11 1.411(14) . ?
C10 H10 1.0000 . ?
C13 C12 1.356(12) . ?
C13 C14 1.381(12) . ?
C13 H13 0.9500 . ?
C12 C17 1.415(11) . ?
C15 C16 1.396(12) . ?
C15 C14 1.410(11) . ?
C14 H14 0.9500 . ?
C19 C18 1.324(12) . ?
C19 C20 1.505(12) . ?
C19 H19 0.9500 . ?
C18 C16 1.411(11) . ?
C18 H18 0.9500 . ?
C17 C16 1.434(11) . ?
C17 H17 0.9500 . ?
C20 C21 1.537(12) . ?
C21 C24 1.519(11) . ?
C21 C23 1.521(12) . ?
C21 C22 1.525(11) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.375(12) . ?
C24 C29 1.398(11) . ?
C25 C26 1.424(12) . ?
C25 H25 0.9500 . ?
C26 C27 1.344(13) . ?
C26 H26 0.9500 . ?
C27 C28 1.385(13) . ?
C27 H27 0.9500 . ?
C28 C29 1.360(10) . ?
C28 H28 0.9500 . ?
C30 C31 1.502(11) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.490(12) . ?
C33 C34 1.364(11) . ?
C33 C37 1.384(11) . ?
C34 C35 1.374(12) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 C37 1.395(11) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Co1 N1 177.7(3) . . ?
N3 Co1 N4 81.6(3) . . ?
N1 Co1 N4 98.9(3) . . ?
N3 Co1 N2 98.2(3) . . ?
N1 Co1 N2 81.2(3) . . ?
N4 Co1 N2 178.7(3) . . ?
N3 Co1 N8 90.8(2) . . ?
N1 Co1 N8 91.5(2) . . ?
N4 Co1 N8 90.1(3) . . ?
N2 Co1 N8 91.2(3) . . ?
N3 Co1 C10 91.0(3) . . ?
N1 Co1 C10 86.8(3) . . ?
N4 Co1 C10 93.3(4) . . ?
N2 Co1 C10 85.4(4) . . ?
N8 Co1 C10 176.4(3) . . ?
N1 C1 C2 112.6(7) . . ?
N1 C1 C5 122.8(8) . . ?
C2 C1 C5 124.5(8) . . ?
C1 N1 O1 120.2(7) . . ?
C1 N1 Co1 117.7(6) . . ?
O1 N1 Co1 122.1(6) . . ?
N2 O2 H2 109(4) . . ?
N2 C2 C1 112.1(7) . . ?
N2 C2 C6 120.8(8) . . ?
C1 C2 C6 127.1(7) . . ?
C2 N2 O2 120.8(6) . . ?
C2 N2 Co1 116.3(6) . . ?
O2 N2 Co1 122.9(5) . . ?
N3 O3 H2 110(4) . . ?
N3 C3 C4 113.1(7) . . ?
N3 C3 C7 122.2(9) . . ?
C4 C3 C7 124.7(9) . . ?
C3 N3 O3 119.2(7) . . ?
C3 N3 Co1 116.6(6) . . ?
O3 N3 Co1 124.2(6) . . ?
C4 N4 O4 119.8(7) . . ?
C4 N4 Co1 116.6(6) . . ?
O4 N4 Co1 123.5(5) . . ?
N4 O4 H1 104(3) . . ?
N4 C4 C3 112.1(8) . . ?
N4 C4 C8 123.0(8) . . ?
C3 C4 C8 125.0(7) . . ?
C1 C5 H5A 109.5 . . ?
C1 C5 H5AB 109.5 . . ?
H5A C5 H5AB 109.5 . . ?
C1 C5 H5AC 109.5 . . ?
H5A C5 H5AC 109.5 . . ?
H5AB C5 H5AC 109.5 . . ?
O6 N6 O5 121.9(9) . . ?
O6 N6 C12 122.8(10) . . ?
O5 N6 C12 115.2(10) . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6AB 109.5 . . ?
H6A C6 H6AB 109.5 . . ?
C2 C6 H6AC 109.5 . . ?
H6A C6 H6AC 109.5 . . ?
H6AB C6 H6AC 109.5 . . ?
C29 N7 C20 109.2(7) . . ?
C29 N7 C30 121.2(7) . . ?
C20 N7 C30 120.4(8) . . ?
C15 O7 C20 122.9(7) . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7AB 109.5 . . ?
H7A C7 H7AB 109.5 . . ?
C3 C7 H7AC 109.5 . . ?
H7A C7 H7AC 109.5 . . ?
H7AB C7 H7AC 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9AB 109.5 . . ?
H9A C9 H9AB 109.5 . . ?
C10 C9 H9AC 109.5 . . ?
H9A C9 H9AC 109.5 . . ?
H9AB C9 H9AC 109.5 . . ?
C35 N8 C36 115.6(7) . . ?
C35 N8 Co1 123.8(6) . . ?
C36 N8 Co1 120.5(6) . . ?
C32 O8 C31 117.8(8) . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8AB 109.5 . . ?
H8A C8 H8AB 109.5 . . ?
C4 C8 H8AC 109.5 . . ?
H8A C8 H8AC 109.5 . . ?
H8AB C8 H8AC 109.5 . . ?
C11 C10 C9 117.1(10) . . ?
C11 C10 Co1 114.9(7) . . ?
C9 C10 Co1 117.7(9) . . ?
C11 C10 H10 100.8 . . ?
C9 C10 H10 100.8 . . ?
Co1 C10 H10 100.8 . . ?
N5 C11 C10 173.8(13) . . ?
C12 C13 C14 122.4(9) . . ?
C12 C13 H13 118.8 . . ?
C14 C13 H13 118.8 . . ?
C13 C12 C17 121.5(9) . . ?
C13 C12 N6 122.9(10) . . ?
C17 C12 N6 115.6(10) . . ?
O7 C15 C16 121.7(7) . . ?
O7 C15 C14 115.4(8) . . ?
C16 C15 C14 122.8(8) . . ?
C13 C14 C15 117.2(9) . . ?
C13 C14 H14 121.4 . . ?
C15 C14 H14 121.4 . . ?
C18 C19 C20 125.9(8) . . ?
C18 C19 H19 117.0 . . ?
C20 C19 H19 117.0 . . ?
C19 C18 C16 119.9(9) . . ?
C19 C18 H18 120.1 . . ?
C16 C18 H18 120.1 . . ?
C12 C17 C16 118.0(9) . . ?
C12 C17 H17 121.0 . . ?
C16 C17 H17 121.0 . . ?
C15 C16 C18 119.2(8) . . ?
C15 C16 C17 118.0(8) . . ?
C18 C16 C17 122.7(9) . . ?
N7 C20 O7 104.5(7) . . ?
N7 C20 C19 113.2(8) . . ?
O7 C20 C19 109.2(7) . . ?
N7 C20 C21 106.3(7) . . ?
O7 C20 C21 108.3(7) . . ?
C19 C20 C21 114.8(8) . . ?
C24 C21 C23 108.6(7) . . ?
C24 C21 C22 114.7(7) . . ?
C23 C21 C22 110.0(7) . . ?
C24 C21 C20 98.9(7) . . ?
C23 C21 C20 110.9(8) . . ?
C22 C21 C20 113.2(7) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C29 120.0(8) . . ?
C25 C24 C21 129.4(9) . . ?
C29 C24 C21 110.5(9) . . ?
C24 C25 C26 116.8(9) . . ?
C24 C25 H25 121.6 . . ?
C26 C25 H25 121.6 . . ?
C27 C26 C25 121.9(10) . . ?
C27 C26 H26 119.1 . . ?
C25 C26 H26 119.1 . . ?
C26 C27 C28 121.1(9) . . ?
C26 C27 H27 119.4 . . ?
C28 C27 H27 119.4 . . ?
C29 C28 C27 117.8(10) . . ?
C29 C28 H28 121.1 . . ?
C27 C28 H28 121.1 . . ?
C28 C29 C24 122.4(9) . . ?
C28 C29 N7 130.0(9) . . ?
C24 C29 N7 107.6(7) . . ?
N7 C30 C31 111.0(7) . . ?
N7 C30 H30A 109.4 . . ?
C31 C30 H30A 109.4 . . ?
N7 C30 H30B 109.4 . . ?
C31 C30 H30B 109.4 . . ?
H30A C30 H30B 108.0 . . ?
O8 C31 C30 108.4(7) . . ?
O8 C31 H31A 110.0 . . ?
C30 C31 H31A 110.0 . . ?
O8 C31 H31B 110.0 . . ?
C30 C31 H31B 110.0 . . ?
H31A C31 H31B 108.4 . . ?
O9 C32 O8 124.8(10) . . ?
O9 C32 C33 124.4(9) . . ?
O8 C32 C33 110.8(9) . . ?
C34 C33 C37 118.2(9) . . ?
C34 C33 C32 120.2(9) . . ?
C37 C33 C32 121.5(8) . . ?
C33 C34 C35 120.0(8) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
N8 C35 C34 123.9(8) . . ?
N8 C35 H35 118.1 . . ?
C34 C35 H35 118.1 . . ?
N8 C36 C37 123.4(8) . . ?
N8 C36 H36 118.3 . . ?
C37 C36 H36 118.3 . . ?
C33 C37 C36 118.9(8) . . ?
C33 C37 H37 120.6 . . ?
C36 C37 H37 120.6 . . ?

_refine_diff_density_max         0.482
_refine_diff_density_min         -0.658
_refine_diff_density_rms         0.068

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 1849077'
_audit_update_record             
;
2018-06-13 deposited with the CCDC.
2018-07-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
"2-(3',3'-dimethyl-6-nitrospiro[chromene-2,2'-indolin]-1'-yl)ethyl isonicotinate"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H23 N3 O5'
_chemical_formula_sum            'C26 H23 N3 O5'
_chemical_formula_weight         457.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   22.4072(6)
_cell_length_b                   8.3342(3)
_cell_length_c                   12.0143(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.452(2)
_cell_angle_gamma                90
_cell_volume                     2243.55(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    16913
_cell_measurement_theta_min      3.68
_cell_measurement_theta_max      68.22

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_F_000             960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.465
_exptl_crystal_size_mid          0.152
_exptl_crystal_size_min          0.144
_exptl_absorpt_coefficient_mu    0.783
_shelx_estimated_absorpt_T_min   0.712
_shelx_estimated_absorpt_T_max   0.896
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.746
_exptl_absorpt_correction_T_max  0.896
_exptl_absorpt_process_details   'Absorption was corrected by ABSCOR'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating anode X-ray tube'
_diffrn_measurement_device_type  'RIGAKU R-AXIS RAPID-II IP Area Detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25205
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.946
_diffrn_reflns_theta_max         68.252
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             4061
_reflns_number_gt                3495
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'PROCESS-AUTO (Rigaku, 1998)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 2008)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0781P)²+0.1611P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4061
_refine_ls_number_parameters     399
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.1259
_refine_ls_wR_factor_gt          0.1222
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.112
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.49998(6) 0.80801(18) 0.55573(13) 0.0763(4) Uani 1 1 d . . . . .
C1 C 0.44914(6) 0.63436(18) 0.43777(14) 0.0454(4) Uani 1 1 d . . . . .
N1 N 0.49658(6) 0.75183(18) 0.46221(15) 0.0598(4) Uani 1 1 d . . . . .
O3 O 0.31640(4) 0.31017(12) 0.36753(8) 0.0399(3) Uani 1 1 d . . . . .
H3 H 0.3932(7) 0.406(2) 0.2352(16) 0.053(5) Uiso 1 1 d . . . . .
C3 C 0.39908(6) 0.45959(19) 0.31009(14) 0.0433(4) Uani 1 1 d . . . . .
N3 N -0.09969(5) 0.01825(14) 0.37155(11) 0.0422(3) Uani 1 1 d . . . . .
O2 O 0.53079(7) 0.7855(2) 0.38741(14) 0.0894(5) Uani 1 1 d . . . . .
H2 H 0.4723(8) 0.601(2) 0.2735(15) 0.058(5) Uiso 1 1 d . . . . .
C2 C 0.44407(7) 0.5696(2) 0.33208(15) 0.0488(4) Uani 1 1 d . . . . .
N2 N 0.21801(5) 0.24056(13) 0.40513(9) 0.0333(3) Uani 1 1 d . . . . .
O5 O 0.04055(4) 0.38800(12) 0.58185(8) 0.0432(3) Uani 1 1 d . . . . .
C5 C 0.36500(6) 0.48353(16) 0.50124(12) 0.0371(3) Uani 1 1 d . . . . .
O4 O 0.08854(4) 0.32591(11) 0.42365(8) 0.0348(2) Uani 1 1 d . . . . .
C4 C 0.36008(6) 0.41697(16) 0.39441(12) 0.0359(3) Uani 1 1 d . . . . .
C9 C 0.27742(6) 0.23693(16) 0.45206(12) 0.0358(3) Uani 1 1 d . . . . .
C8 C 0.28118(7) 0.32549(19) 0.56068(13) 0.0430(4) Uani 1 1 d . . . . .
H8 H 0.2503(8) 0.291(2) 0.6155(15) 0.060(5) Uiso 1 1 d . . . . .
C7 C 0.32173(7) 0.43646(19) 0.58378(14) 0.0440(4) Uani 1 1 d . . . . .
H7 H 0.3224(8) 0.496(2) 0.6544(16) 0.056(5) Uiso 1 1 d . . . . .
C6 C 0.41041(6) 0.59459(18) 0.52244(15) 0.0438(4) Uani 1 1 d . . . . .
H6 H 0.4145(7) 0.6449(18) 0.6039(14) 0.043(4) Uiso 1 1 d . . . . .
C13 C 0.25034(6) -0.01450(15) 0.37054(12) 0.0341(3) Uani 1 1 d . . . . .
C12 C 0.35813(7) 0.0164(2) 0.4380(2) 0.0555(5) Uani 1 1 d . . . . .
H12B H 0.3830(8) 0.064(2) 0.4959(16) 0.059(5) Uiso 1 1 d . . . . .
H12A H 0.3709(8) 0.050(2) 0.3617(17) 0.058(5) Uiso 1 1 d . . . . .
H12C H 0.3643(9) -0.096(3) 0.4473(17) 0.079(6) Uiso 1 1 d . . . . .
C11 C 0.27334(9) -0.0161(2) 0.57193(15) 0.0532(4) Uani 1 1 d . . . . .
H11B H 0.2975(8) 0.022(2) 0.6290(16) 0.058(5) Uiso 1 1 d . . . . .
H11A H 0.2312(9) 0.003(2) 0.5863(15) 0.058(5) Uiso 1 1 d . . . . .
H11C H 0.2775(8) -0.134(2) 0.5670(15) 0.059(5) Uiso 1 1 d . . . . .
C10 C 0.29230(6) 0.05241(17) 0.45837(12) 0.0389(3) Uani 1 1 d . . . . .
C14 C 0.24601(7) -0.16687(17) 0.32599(13) 0.0413(4) Uani 1 1 d . . . . .
H14 H 0.2761(8) -0.249(2) 0.3473(14) 0.053(5) Uiso 1 1 d . . . . .
C15 C 0.19835(7) -0.20324(17) 0.25487(13) 0.0422(4) Uani 1 1 d . . . . .
H15 H 0.1953(7) -0.305(2) 0.2265(13) 0.046(4) Uiso 1 1 d . . . . .
C19 C 0.18943(6) 0.39381(16) 0.38045(13) 0.0365(3) Uani 1 1 d . . . . .
H19B H 0.2171(7) 0.480(2) 0.3946(13) 0.047(4) Uiso 1 1 d . . . . .
H19A H 0.1759(7) 0.3945(18) 0.3011(14) 0.041(4) Uiso 1 1 d . . . . .
C18 C 0.20734(5) 0.10099(15) 0.34381(11) 0.0301(3) Uani 1 1 d . . . . .
C17 C 0.16052(6) 0.06784(16) 0.27109(11) 0.0332(3) Uani 1 1 d . . . . .
H17 H 0.1303(7) 0.1455(17) 0.2523(12) 0.038(4) Uiso 1 1 d . . . . .
C16 C 0.15650(6) -0.08762(17) 0.22818(12) 0.0371(3) Uani 1 1 d . . . . .
H16 H 0.1230(7) -0.1134(19) 0.1791(13) 0.043(4) Uiso 1 1 d . . . . .
C20 C 0.13794(6) 0.42893(17) 0.45611(14) 0.0396(4) Uani 1 1 d . . . . .
H20D H 0.1504(7) 0.402(2) 0.5318(15) 0.051(5) Uiso 1 1 d . . . . .
H20C H 0.1244(7) 0.5439(19) 0.4471(13) 0.044(4) Uiso 1 1 d . . . . .
C21 C 0.04236(6) 0.31831(15) 0.49347(11) 0.0328(3) Uani 1 1 d . . . . .
C22 C -0.00628(6) 0.21384(15) 0.44925(11) 0.0315(3) Uani 1 1 d . . . . .
C23 C -0.05440(6) 0.17685(17) 0.51670(13) 0.0364(3) Uani 1 1 d . . . . .
H23H H 0.0271(7) 0.1705(18) 0.2939(13) 0.041(4) Uiso 1 1 d . . . . .
H23G H -0.0536(7) 0.0087(19) 0.2318(15) 0.049(5) Uiso 1 1 d . . . . .
H23F H -0.1350(8) 0.057(2) 0.5218(15) 0.054(5) Uiso 1 1 d . . . . .
H23E H -0.0582(7) 0.218(2) 0.5897(15) 0.051(5) Uiso 1 1 d . . . . .
C24 C -0.09952(7) 0.08103(18) 0.47475(14) 0.0429(4) Uani 1 1 d . . . . .
C25 C -0.05271(6) 0.05481(18) 0.30796(13) 0.0398(3) Uani 1 1 d . . . . .
C26 C -0.00589(6) 0.15126(16) 0.34183(12) 0.0358(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N1 1.219(2) . ?
C1 C6 1.383(2) . ?
C1 C2 1.384(2) . ?
C1 N1 1.473(2) . ?
N1 O2 1.218(2) . ?
O3 C4 1.3600(16) . ?
O3 C9 1.4766(16) . ?
C3 C2 1.386(2) . ?
C3 C4 1.389(2) . ?
C3 H3 1.011(18) . ?
N3 C25 1.3406(19) . ?
N3 C24 1.346(2) . ?
C2 H2 0.986(18) . ?
N2 C18 1.3965(16) . ?
N2 C9 1.4421(17) . ?
N2 C19 1.4582(17) . ?
O5 C21 1.2112(16) . ?
C5 C6 1.3976(19) . ?
C5 C4 1.402(2) . ?
C5 C7 1.446(2) . ?
O4 C21 1.3387(16) . ?
O4 C20 1.4516(16) . ?
C9 C8 1.501(2) . ?
C9 C10 1.575(2) . ?
C8 C7 1.324(2) . ?
C8 H8 1.002(19) . ?
C7 H7 0.981(19) . ?
C6 H6 1.068(17) . ?
C13 C14 1.3812(19) . ?
C13 C18 1.3975(18) . ?
C13 C10 1.5143(19) . ?
C12 C10 1.527(2) . ?
C12 H12B 0.97(2) . ?
C12 H12A 1.00(2) . ?
C12 H12C 0.96(2) . ?
C11 C10 1.542(2) . ?
C11 H11B 0.928(19) . ?
C11 H11A 0.974(19) . ?
C11 H11C 0.985(19) . ?
C14 C15 1.396(2) . ?
C14 H14 0.996(17) . ?
C15 C16 1.381(2) . ?
C15 H15 0.917(16) . ?
C19 C20 1.503(2) . ?
C19 H19B 0.961(17) . ?
C19 H19A 0.998(17) . ?
C18 C17 1.3877(18) . ?
C17 C16 1.3971(19) . ?
C17 H17 0.962(15) . ?
C16 H16 0.976(16) . ?
C20 H20D 0.975(18) . ?
C20 H20C 1.010(16) . ?
C21 C22 1.4898(19) . ?
C22 C23 1.3885(19) . ?
C22 C26 1.3921(19) . ?
C23 C24 1.381(2) . ?
C23 H23E 0.944(17) . ?
C24 H23F 1.001(18) . ?
C25 C26 1.380(2) . ?
C25 H23G 0.992(17) . ?
C26 H23H 0.954(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 122.29(14) . . ?
C6 C1 N1 117.96(15) . . ?
C2 C1 N1 119.75(14) . . ?
O2 N1 O1 123.80(15) . . ?
O2 N1 C1 117.59(17) . . ?
O1 N1 C1 118.60(14) . . ?
C4 O3 C9 122.39(11) . . ?
C2 C3 C4 119.38(16) . . ?
C2 C3 H3 123.3(10) . . ?
C4 C3 H3 117.3(10) . . ?
C25 N3 C24 116.12(13) . . ?
C1 C2 C3 119.16(15) . . ?
C1 C2 H2 120.1(10) . . ?
C3 C2 H2 120.7(10) . . ?
C18 N2 C9 110.03(10) . . ?
C18 N2 C19 123.31(11) . . ?
C9 N2 C19 120.04(10) . . ?
C6 C5 C4 118.74(14) . . ?
C6 C5 C7 123.07(14) . . ?
C4 C5 C7 118.18(13) . . ?
C21 O4 C20 116.81(11) . . ?
O3 C4 C3 116.74(13) . . ?
O3 C4 C5 121.84(12) . . ?
C3 C4 C5 121.42(13) . . ?
N2 C9 O3 105.76(11) . . ?
N2 C9 C8 112.02(11) . . ?
O3 C9 C8 111.42(11) . . ?
N2 C9 C10 103.52(10) . . ?
O3 C9 C10 108.09(11) . . ?
C8 C9 C10 115.33(12) . . ?
C7 C8 C9 124.00(14) . . ?
C7 C8 H8 122.6(10) . . ?
C9 C8 H8 113.4(10) . . ?
C8 C7 C5 120.54(14) . . ?
C8 C7 H7 122.5(10) . . ?
C5 C7 H7 116.8(10) . . ?
C1 C6 C5 119.02(15) . . ?
C1 C6 H6 122.0(8) . . ?
C5 C6 H6 119.0(8) . . ?
C14 C13 C18 119.87(13) . . ?
C14 C13 C10 130.54(13) . . ?
C18 C13 C10 109.25(11) . . ?
C10 C12 H12B 110.7(11) . . ?
C10 C12 H12A 112.0(10) . . ?
H12B C12 H12A 112.0(16) . . ?
C10 C12 H12C 108.2(12) . . ?
H12B C12 H12C 103.8(17) . . ?
H12A C12 H12C 109.8(17) . . ?
C10 C11 H11B 111.2(11) . . ?
C10 C11 H11A 111.7(11) . . ?
H11B C11 H11A 111.9(16) . . ?
C10 C11 H11C 106.7(11) . . ?
H11B C11 H11C 109.4(15) . . ?
H11A C11 H11C 105.6(15) . . ?
C13 C10 C12 114.30(14) . . ?
C13 C10 C11 107.84(12) . . ?
C12 C10 C11 110.01(15) . . ?
C13 C10 C9 101.30(10) . . ?
C12 C10 C9 112.85(12) . . ?
C11 C10 C9 110.14(13) . . ?
C13 C14 C15 119.21(13) . . ?
C13 C14 H14 119.4(10) . . ?
C15 C14 H14 121.4(10) . . ?
C16 C15 C14 120.37(13) . . ?
C16 C15 H15 120.8(10) . . ?
C14 C15 H15 118.8(10) . . ?
N2 C19 C20 112.68(12) . . ?
N2 C19 H19B 109.6(9) . . ?
C20 C19 H19B 104.2(9) . . ?
N2 C19 H19A 109.2(9) . . ?
C20 C19 H19A 110.4(9) . . ?
H19B C19 H19A 110.8(13) . . ?
C17 C18 N2 128.56(12) . . ?
C17 C18 C13 121.60(12) . . ?
N2 C18 C13 109.73(11) . . ?
C18 C17 C16 117.60(13) . . ?
C18 C17 H17 122.7(9) . . ?
C16 C17 H17 119.6(9) . . ?
C15 C16 C17 121.32(13) . . ?
C15 C16 H16 120.3(9) . . ?
C17 C16 H16 118.3(9) . . ?
O4 C20 C19 108.03(11) . . ?
O4 C20 H20D 109.1(10) . . ?
C19 C20 H20D 107.7(10) . . ?
O4 C20 H20C 107.8(9) . . ?
C19 C20 H20C 110.5(9) . . ?
H20D C20 H20C 113.6(13) . . ?
O5 C21 O4 123.93(12) . . ?
O5 C21 C22 124.29(13) . . ?
O4 C21 C22 111.79(11) . . ?
C23 C22 C26 117.94(13) . . ?
C23 C22 C21 119.40(12) . . ?
C26 C22 C21 122.66(12) . . ?
C24 C23 C22 119.02(14) . . ?
C24 C23 H23E 118.4(10) . . ?
C22 C23 H23E 122.6(10) . . ?
N3 C24 C23 123.92(14) . . ?
N3 C24 H23F 116.4(10) . . ?
C23 C24 H23F 119.7(10) . . ?
N3 C25 C26 124.24(14) . . ?
N3 C25 H23G 115.3(9) . . ?
C26 C25 H23G 120.5(9) . . ?
C25 C26 C22 118.76(13) . . ?
C25 C26 H23H 120.7(9) . . ?
C22 C26 H23H 120.5(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 N1 O2 179.51(16) . . . . ?
C2 C1 N1 O2 -1.4(2) . . . . ?
C6 C1 N1 O1 0.5(2) . . . . ?
C2 C1 N1 O1 179.57(15) . . . . ?
C6 C1 C2 C3 -0.7(2) . . . . ?
N1 C1 C2 C3 -179.76(14) . . . . ?
C4 C3 C2 C1 0.1(2) . . . . ?
C9 O3 C4 C3 171.07(12) . . . . ?
C9 O3 C4 C5 -10.15(19) . . . . ?
C2 C3 C4 O3 179.17(13) . . . . ?
C2 C3 C4 C5 0.4(2) . . . . ?
C6 C5 C4 O3 -178.95(12) . . . . ?
C7 C5 C4 O3 -0.4(2) . . . . ?
C6 C5 C4 C3 -0.2(2) . . . . ?
C7 C5 C4 C3 178.35(13) . . . . ?
C18 N2 C9 O3 89.26(12) . . . . ?
C19 N2 C9 O3 -63.12(15) . . . . ?
C18 N2 C9 C8 -149.18(12) . . . . ?
C19 N2 C9 C8 58.44(16) . . . . ?
C18 N2 C9 C10 -24.31(13) . . . . ?
C19 N2 C9 C10 -176.68(12) . . . . ?
C4 O3 C9 N2 136.98(11) . . . . ?
C4 O3 C9 C8 15.03(17) . . . . ?
C4 O3 C9 C10 -112.68(13) . . . . ?
N2 C9 C8 C7 -129.36(16) . . . . ?
O3 C9 C8 C7 -11.1(2) . . . . ?
C10 C9 C8 C7 112.59(17) . . . . ?
C9 C8 C7 C5 2.0(2) . . . . ?
C6 C5 C7 C8 -177.07(15) . . . . ?
C4 C5 C7 C8 4.4(2) . . . . ?
C2 C1 C6 C5 0.9(2) . . . . ?
N1 C1 C6 C5 179.93(13) . . . . ?
C4 C5 C6 C1 -0.4(2) . . . . ?
C7 C5 C6 C1 -178.89(14) . . . . ?
C14 C13 C10 C12 50.0(2) . . . . ?
C18 C13 C10 C12 -136.87(13) . . . . ?
C14 C13 C10 C11 -72.7(2) . . . . ?
C18 C13 C10 C11 100.45(14) . . . . ?
C14 C13 C10 C9 171.68(14) . . . . ?
C18 C13 C10 C9 -15.22(14) . . . . ?
N2 C9 C10 C13 23.13(13) . . . . ?
O3 C9 C10 C13 -88.74(12) . . . . ?
C8 C9 C10 C13 145.83(11) . . . . ?
N2 C9 C10 C12 145.78(14) . . . . ?
O3 C9 C10 C12 33.92(17) . . . . ?
C8 C9 C10 C12 -91.51(16) . . . . ?
N2 C9 C10 C11 -90.84(14) . . . . ?
O3 C9 C10 C11 157.30(12) . . . . ?
C8 C9 C10 C11 31.87(16) . . . . ?
C18 C13 C14 C15 -0.2(2) . . . . ?
C10 C13 C14 C15 172.29(14) . . . . ?
C13 C14 C15 C16 0.9(2) . . . . ?
C18 N2 C19 C20 100.50(15) . . . . ?
C9 N2 C19 C20 -110.92(14) . . . . ?
C9 N2 C18 C17 -168.37(13) . . . . ?
C19 N2 C18 C17 -17.1(2) . . . . ?
C9 N2 C18 C13 15.39(14) . . . . ?
C19 N2 C18 C13 166.68(12) . . . . ?
C14 C13 C18 C17 -1.4(2) . . . . ?
C10 C13 C18 C17 -175.36(12) . . . . ?
C14 C13 C18 N2 175.15(12) . . . . ?
C10 C13 C18 N2 1.19(15) . . . . ?
N2 C18 C17 C16 -173.61(12) . . . . ?
C13 C18 C17 C16 2.24(19) . . . . ?
C14 C15 C16 C17 0.0(2) . . . . ?
C18 C17 C16 C15 -1.5(2) . . . . ?
C21 O4 C20 C19 168.24(11) . . . . ?
N2 C19 C20 O4 -73.44(15) . . . . ?
C20 O4 C21 O5 -2.14(18) . . . . ?
C20 O4 C21 C22 177.92(11) . . . . ?
O5 C21 C22 C23 -7.7(2) . . . . ?
O4 C21 C22 C23 172.26(11) . . . . ?
O5 C21 C22 C26 172.03(13) . . . . ?
O4 C21 C22 C26 -8.04(17) . . . . ?
C26 C22 C23 C24 -0.25(19) . . . . ?
C21 C22 C23 C24 179.47(12) . . . . ?
C25 N3 C24 C23 -0.6(2) . . . . ?
C22 C23 C24 N3 0.9(2) . . . . ?
C24 N3 C25 C26 -0.4(2) . . . . ?
N3 C25 C26 C22 1.0(2) . . . . ?
C23 C22 C26 C25 -0.61(19) . . . . ?
C21 C22 C26 C25 179.68(12) . . . . ?

_refine_diff_density_max         0.242
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.048

